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US 6,211,364 B1Granted
Process for preparing indane-like compounds
AssigneeEli Lilly and Company
InventorsBret E Huff, Michael A Staszak, John S Ward
Life of this patent
Estimating the term…
Abstract
The present invention provides intermediate for the preparation of indane-like compounds which are useful for the modulation of a muscarinic receptor.
Claims5
A compound of the Formula III′
- R1 is selected from the group consisting of hydrogen, —OR4, —SR5, C1-C3 alkyl, C2-C3 alkenyl, halo, —CN, —COR4b′, and —OC(O)—R15;
- m2 is from 0 to 2;
- R4 is hydrogen, C1-C3 alkyl;
- R5 is hydrogen, C1-C3 alkyl;
- R10 is selected from the group consisting of hydrogen, carbonyl, halo, and C1-C3 alkyl;
- R11 is selected from the group consisting of hydrogen and C1-C3 alkyl;
- R12 is independently selected from the group consisting of hydrogen, C1-C10 alkyl, and aryl;
- R13 is independently selected from the group consisting of hydrogen, C1-C10 alkyl, and aryl;
- or
- R12 and R13 together with the nitrogen to which they are attached form a group of the formula II:
- II′ wherein the II′ group is a group of Formula II which is unsaturated;
- or
- R11 and R12 together with the nitrogen and carbon to which they are bound can join to form a three to six membered ring;
- R14 is selected from the group consisting of H, halo, C1-C3 alkyl, S(O)m3 and —OR16;
- R15 is C1-C3 alkyl or aryl;
- R16 is C1-C3 alkyl;
- R17 is independently selected from the group consisting of hydrogen, —OR4′, —SR5′, C1-C3 alkyl, C2-C3 alkenyl, halo, —CN, S(O)m2′, —COR4b, and —OC(O)—R15;
- R4b and R4b′ are each independently selected from hydrogen and C1-C3 alkyl;
- R15′ is C1-C3 alkyl or aryl;
- m2′ is 0 to 2;
- R4′ is hydrogen, C1-C3 alkyl;
- R5′ is hydrogen, C1-C3 alkyl;
- m2 is 0 to 2;
- X is selected from the group consisting of C, O, S, N, carbonyl, and a bond;
- n′ is 0 to 2;
- m′ is 0 to 2;
- m3 is 0 to 2;
- n is 0 to 3;
- R20 is selected from the group consisting of benzyl, 3,4-dimethoxybenzyl, o-nitrobenzyl, and triphenylmethyl;
- carbamates of the formula —COOR wheren R is selected from the group consisting of methyl, ethyl, propyl, isopropyl, 2,2,2-trichloroethyl, 1-methyl-1-phenylethyl, isobutyl, t-butyl, t-amyl, vinyl, allyl, phenyl, benzyl, p-nitrobenzyl, o-nitrobenzyl, and 2,4-dichlorobenzyl;
- and formyl;
- or
- a pharmaceutically acceptable salt or solvate thereof.
30 more elements
Dependencies are inferred from the claim text.