# US 10,479,796 B2 · Spiro-oxazolones

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- Number: US 10,479,796 B2
- Document ID: US10479796B2
- Status: Granted
- Kind: B2
- Application number: 15/174,674
- Filed: 2016-06-06
- Published: 2017-01-12
- Granted: 2019-11-19
- Earliest claimed: 2013-12-19
- Assignees: Hoffman-La Roche Inc.
- Applicants: Hoffmann-La Roche Inc.
- Inventors: Valerie Runtz-Schmitt; Patrick Schnider; Cosimo Dolente; Bernhard Fasching
- Web page: https://patentgrep.com/patent/US10479796B2

## CPC

- C07D 491/107: with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- A61P 5/12: for decreasing, blocking or antagonising the activity of the posterior pituitary hormones
- A61P 25/00: Drugs for disorders of the nervous system
- A61P 25/02: for peripheral neuropathies
- A61P 25/18: Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
- A61P 25/20: Hypnotics; Sedatives
- A61P 25/22: Anxiolytics
- A61P 25/24: Antidepressants
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C07D 491/10: Spiro-condensed systems
- C07D 491/12: in which the condensed system contains three hetero rings
- C07D 491/20: Spiro-condensed systems
- C07D 498/10: Spiro-condensed systems
- C07D 519/00: Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The present invention provides spiro-oxazolones, which act as V1a receptor modulators, and in particular as V1a receptor antagonists, their manufacture, pharmaceutical compositions containing them and their use as medicaments. The present compounds are useful as therapeutics acting peripherally and centrally in the conditions of inappropriate secretion of vasopressin, anxiety, depressive disorders, obsessive compulsive disorder, autistic spectrum disorders, schizophrenia, aggressive behavior and phase shift sleep disorders, in particular jetlag.

## Claims

### Claim 1

A compound of formula I,
wherein
X1 is C—R1 or N;
X2 is C—R1 or N;
X3 is C—R1 or N;
X4 is C—R1, N or NO;
whereby only one of X1, X2, X3 and X4 is N;
R1 each separately is selected from the group consisting of hydrogen, halogen, hydroxy, C1-6-alkyl and C1-6-alkoxy;
R2 is selected from the group consisting of H and C1-6-alkyl;
R3 is selected from the group consisting of H and C1-6-alkyl;
or R2 and R3 together are ═O;
Y1 is C—R4 or N;
Y2 is C—R4 or N;
Y3 is C—R4 or N;
Y4 is C—R4 or N;
whereby only one of Y1, Y2, Y3 and Y4 is N;
R4 each separately is selected from the group consisting of hydrogen, halogen, halogen-C1-6-alkyl, hydroxy, C1-6-alkyl, C1-6-alkoxy and Si(C1-6-alkyl)3;
m is 1 or 2; and
n is 1;
or pharmaceutically acceptable salts thereof.

### Claim 2 (depends on 1)

The compound of claim 1, wherein
X1 is C—H or N;
X3 is C—R1;
X4 is C—H or N;
R1 each separately is selected from the group consisting of hydrogen, halogen, hydroxy, and C1-6-alkyl;
Y1 is C—H or N;
Y4 is C—H or N; and
R4 each separately is selected from the group consisting of hydrogen, halogen, hydroxy and C1-6-alkyl.

### Claim 3 (depends on 1)

The compound of claim 1, wherein
X1, X2, X3 and X4 are each CH;
R2 and R3 are each H;
Y1 and Y4 are each CH; and
Y2 and Y3 are each CH or CF.

### Claim 4 (depends on 1)

The compound of claim 1, wherein
X1, X2 and X3 are each CH and X4 is N;
R2and R3 are each C1-6-alkyl; and
Y1, Y2 , Y3 and Y4 are each CH.

### Claim 5 (depends on 1)

The compound of claim 1, wherein,
X1 is C—R1;
X2 is C—R1;
X3 is C—R1;
X4 is N or NO;
or pharmaceutically acceptable salts thereof.

### Claim 6 (depends on 5)

The compound of claim 5, wherein
X1 X2 and X3 are each CH;
R2 and R3 are each C1-6-alkyl; and
Y1, Y2, Y3 and Y4 are each CH.

### Claim 7 (depends on 5)

The compound of claim 5, wherein
X1, X2 and X3 are each CH;
R2 and R3 are each H; and
Y1, Y2, Y3 and Y4 are each CH.

### Claim 8

A compound selected from the group consisting of
(1R)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-2,3-dihydro-4′H-spiro[indene-1,5′[1,3]oxazol]-4′-one,
(1S)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-2,3-dihydro-4′H-spiro[indene-1,5′[1,3]oxazol]-4′-one,
1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(4′-oxo-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-2′-yl)-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(4′-oxo-3,4-dihydro-2H,4′H-spiro[naphthalene-1,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-difluoro-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-dihydroxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-dimethoxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-dimethyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5-hydroxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5-methoxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5-methyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-[(2R)-4′-oxo-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-2′-yl]-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-[(2R)-5-methyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl]-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-[(2S)-4′-oxo-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-2′-yl]-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-[(2S)-5-methyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl]-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-3-(trifluoromethyl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-3,4-dihydro-2H,4′H-spiro[naphthalene-1,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5-(trimethylsilyl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[b ]pyridine-6,5′-[1,3]oxazol]-4′-one,
2′-(2-hydroxy-7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(2-methyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(2-methyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′3,3-dimethyl-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3-hydroxy-7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3-methyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3-methyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(4-methyl-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(5,5-dimethyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(6-methyl-1H,1′H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(6-methyl-1′H,3H-spiro[furo[3,4-c]pyridine-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-5-methoxy-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-5-hydroxy-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-4-methoxy-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-4-hydroxy-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1-oxido-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-5-one,
2-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-7-one,
2′-spiro[5H-furo[3,4-b]pyridine-7,4′-piperidine]-1′-ylspiro[indane-2,5′-oxazole]-4′-one,
2′-spiro[7H-furo[3,4-b]pyridine-5,4′-piperidine]-1′-ylspiro[indane-2,5′-oxazole]-4′-one,
3-(chloromethyl)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
3-(difluoromethyl)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
3-(fluoromethyl)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
3-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-5-one,
3-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-7-one,
3-methyl-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
4-chloro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1-one,
4-fluoro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
4-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5,6-difluoro-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5,6-dihydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5,6-dimethoxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5,6-dimethyl-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5-bromo-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-chloro-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5-fluoro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-fluoro-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5-hydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-methoxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-methyl-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
6-chloro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-chloro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1-one,
6-hydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-methoxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1-one,
6-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[furo[3,4-c]pyridine-1,4′-piperidin]-3-one, and
7-fluoro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one, or a pharmaceutically acceptable salt thereof.

### Claim 9

A compound selected from the group consisting of
(+)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-2,3-dihydro-4′H-spiro[indene-1,5′[1,3]oxazol]-4′-one,
(−)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-2,3-dihydro-4′H-spiro[indene-1,5′[1,3]oxazol]-4′-one,
1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(4′-oxo-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-2′-yl)-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(4′-oxo-3,4-dihydro-2H,4′H-spiro[naphthalene-1,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-difluoro-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-dihydroxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-dimethoxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-dimethyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5-hydroxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5-methoxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5-methyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-[4′-oxo-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-2′-yl]-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-3-one enantiomer A,
1′-[4′-oxo-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-2′-yl]-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-3-one enantiomer B,
(−)-1′-[5-methyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl]-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
(+)-1′5-methyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl]-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-3-(trifluoromethyl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-3,4-dihydro-2H,4′H-spiro[naphthalene-1,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-3,4-dihydro-1H,4′H-spiro[naphthalene-2,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5-(trimethylsilyl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[b]pyridine-6,5′-[1,3]oxazol]-4′-one,
2′-(2-methyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(2-methyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3,3-dimethyl-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3-methyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3-methyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(4-methyl-1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(5,5-dimethyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(6-methyl-1H, 1′H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(6-methyl-1′H,3H-spiro[furo[3,4-c]pyridine-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-5-methoxy-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-5-hydroxy-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-5-one,
2-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-7-one,
2′-(1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
3-(chloromethyl)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
3-(difluoromethyl)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
3-(fluoromethyl)-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
3-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-5-one,
3-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-7-one,
3-methyl-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-5,7-dihydro-4′H-spiro[cyclopenta[c]pyridine-6,5′-[1,3]oxazol]-4′-one,
4-chloro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1-one,
4-fluoro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
4-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5,6-difluoro-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5,6-dihydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5,6-dimethoxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5,6-dimethyl-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5-bromo-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-chloro-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5-fluoro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-fluoro-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5-hydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-methoxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-methyl-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
6-chloro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-chloro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1-one,
6-hydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-methoxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1-one,
6-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[furo[3,4-c]pyridine-1,4′-piperidin]-3-one, and
7-fluoro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one, or a pharmaceutically acceptable salt thereof.

### Claim 10

A compound selected from the group consisting of
1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-difluoro-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5,6-dihydroxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-(5-hydroxy-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
1′-[(2R)-5-methyl-4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl]-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3-methyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(3-methyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(5,5-dimethyl-1′H,5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(6-methyl-1H, 1′H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-5-hydroxy-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
3-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-5H-spiro[furo[3,4-b]pyridine-7,4′-piperidin]-5-one,
3-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-7-one,
5,6-difluoro-2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
5,6-dihydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-fluoro-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
5-hydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
6-hydroxy-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one, and
6-methyl-1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-1H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1-one, or a pharmaceutically acceptable salt thereof.

### Claim 11

A compound selected from the group consisting of
2′-(1′H,3H-spiro[2-benzofuran-1,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one,
1′-(4′-oxo-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-2′-yl)-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one,
2′-(6-methyl-1H,1′H-spiro[furo[3,4-c]pyridine-3,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2, ]oxazol]-4′-one,
2′-(3-methyl-1′H,5H-spiro[furo[3,4-b ]pyridine-7,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one, and
2′-(3-methyl-1′H,7H-spiro[furo[3,4-b ]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′41,3]oxazol]-4′-one, or a pharmaceutically acceptable salt thereof.

### Claim 12

The compound 2′-(7,7-dimethyl-1′H,7H-spiro[furo[3,4-b]pyridine-5,4′-piperidin]-1′-yl)-1,3-dihydro-4′H-spiro[indene-2,5′-[1,3]oxazol]-4′-one, or a pharmaceutically acceptable salt thereof.

### Claim 13 (depends on 1)

A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier and/or a pharmaceutically acceptable auxiliary substance.