5-Methyl-2-phenyl-1,3-thiazole-4-carboxylic acid → N-[(3R,4R)-1-[(1-acetylpiperidin-4-yl)carbonyl]-3-(3,4-dichlorophenyl)piperidin-4-yl]-N,5-dimethyl-2-phenyl-1,3-thiazole-4-carboxamide

HRID 1260962Notes

Reaction equation

HRID 1260962 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]([N:12]2[CH2:17][CH2:16][C@@H:15]([NH:18][CH3:19])[C@H:14]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=3)[CH2:13]2)=[O:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH3:28][C:29]1[S:33][C:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[N:31][C:30]=1[C:40]([OH:42])=O>>[C:1]([N:4]1[CH2:5][CH2:6][CH:7]([C:10]([N:12]2[CH2:17][CH2:16][C@@H:15]([N:18]([CH3:19])[C:40]([C:30]3[N:31]=[C:32]([C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=4)[S:33][C:29]=3[CH3:28])=[O:42])[C@H:14]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=3)[CH2:13]2)=[O:11])[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 138353045-Methyl-2-phenyl-1,3-thiazole-4-carboxylic acidHCID 57741761(3R*,4R*)-1-[(1-acetylpiperidin-4-yl)carbonyl]-3-(3,4-dichlorophenyl)-N-methylpiperidin-4-amine

Product 1

HCID 68933677N-[(3R,4R)-1-[(1-acetylpiperidin-4-yl)carbonyl]-3-(3,4-dichlorophenyl)piperidin-4-yl]-N,5-dimethyl-2-phenyl-1,3-thiazole-4-carboxamide

Procedure

Using the compound obtained in Example 78 and 5-methyl-2-phenyl-1,3-thiazole-4-carboxylic acid, and by the reaction and purification in the same manner as in Example 3, the title compound was obtained.

Workup

  1. customby the reaction and purification in the same manner as in Example 3

Sources & evidence

ORD record
ord-45aaa454ca8242dc86ab5c2158698678
Source dataset
uspto-grants-2013_06
Patent number
US08470816B2

Reaction notes

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