# US 5,344,940 A · Intermediates for individual stereoisomers of 7-[3-(aminoalkyl)-1-pyrrolidinyl]-quinolones and naphthyridones

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- Number: US 5,344,940 A
- Document ID: US5344940A
- Status: Granted
- Kind: A
- Application number: 08/084,044
- Filed: 1993-06-28
- Granted: 1994-09-06
- Earliest claimed: 1990-11-30
- Assignees: Warner-Lambert Company
- Inventors: John M. Domagala; John S. Kiely; Mel C. Schroeder
- Web page: https://patentgrep.com/patent/US5344940A

## CPC

- C07D 207/26: 2-Pyrrolidones
- C07D 207/09: Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D 401/04: directly linked by a ring-member-to-ring-member bond
- C07D 471/04: Ortho-condensed systems
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

Individual stereoisomers of 7-[3-(1-aminoalkyl)-1-pyrrolidinyl]-quinolones and naphthyridones are described, their therapeutic advantages as antibacterial agents, as well as a novel method for the preparation and isolation of such stereoisomers.

## Claims

### Claim 1

An individual stereoisomer of the formula ##STR18## wherein * and *' denote asymmetric carbon atoms;
R is hydrogen or alkyl of 1-3 carbon atoms; and
R" is hydrogen, alkyl of 1-3 carbon atoms, acetyl, trifluoroacetyl or t-butyloxycarbonyl.

### Claim 2 (depends on 1)

The stereoisomer of claim 1 wherein *' is of the R or S configuration.

### Claim 3 (depends on 1)

The stereoisomer of claim 1 wherein R is hydrogen, methyl or ethyl, and R" is hydrogen, methyl, ethyl, acetyl, trifluoroacetyl or t-butyloxycarbonyl.

### Claim 4 (depends on 1)

The 3R,1S, 3S,1R, or 3R,1R stereoisomer of claim 1 wherein *' is R or S.

### Claim 5

An individual stereoisomer of the formula ##STR19## wherein * and *' denote asymmetric carbon atoms.

### Claim 6 (depends on 1)

The stereoisomer of claim 1 wherein *' is of the R or S configuration.

### Claim 7

3-(Acetyl)-1-(S-.alpha.-methylbenzyl)pyrrolidin-5-one.

### Claim 8

3-(2'-(Ethoxycarbonyl)acetyl)-1-(S-.alpha.-methylbenzy l)pyrrolidin-5-one.
