Cyclohexanepropanoic acid → 1-[6-Chloro-5-[(3-cyclohexyl-1-oxopropyl)amino]-2-quinolinyl]-4-piperidinecarboxylic acid, ethyl ester

HRID 2217882

Reaction equation

HRID 2217882 reaction equation
[CH:1]1([CH2:7][CH2:8][C:9]([OH:11])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:12][C:13]1[C:22]([Cl:23])=[CH:21][CH:20]=[C:19]2[C:14]=1[CH:15]=[CH:16][C:17]([N:24]1[CH2:29][CH2:28][CH:27]([C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH2:26][CH2:25]1)=[N:18]2>>[Cl:23][C:22]1[C:13]([NH:12][C:9](=[O:11])[CH2:8][CH2:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]=[C:17]([N:24]1[CH2:25][CH2:26][CH:27]([C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH2:28][CH2:29]1)[CH:16]=[CH:15]2

Participants

3

Reactant 2

HCID 69702Cyclohexanepropanoic acidHCID 69320002Ethyl 1-(5-amino-6-chloroquinolin-2-yl)piperidine-4-carboxylate

Product 1

HCID 866097451-[6-Chloro-5-[(3-cyclohexyl-1-oxopropyl)amino]-2-quinolinyl]-4-piperidinecarboxylic acid, ethyl esterYield 84.9%

Procedure

Prepared according to the method of example 62(a), using cyclohexanepropanoic acid (280 mg) and 1-(5-amino-6-chloro-2-quinolinyl)-4-piperidinecarboxylic acid, ethyl ester (Example 77(a)) (200 mg), to afford the sub-titled compound (240 mg).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-404ee5d6b6ac48f0930c912d6c630ad2
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Linked notes

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