N-cyclohexyl-N-thiazol-2-yl-1-(4-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetamide → N-cyclohexyl-N-thiazol-2-yl-5-methoxy-2-methylindole-3-acetamide

HRID 2219671Notes

Reaction equation

HRID 2219671 reaction equation
[CH:1]1([N:7]([C:32]2[S:33][CH:34]=[CH:35][N:36]=2)[C:8](=[O:31])[CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH3:20])[CH:17]=3)[N:12](C(=O)C3C=CC(Cl)=CC=3)[C:11]=2[CH3:30])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>ClCCl.CO.[OH-].[Na+]>[CH:1]1([N:7]([C:32]2[S:33][CH:34]=[CH:35][N:36]=2)[C:8](=[O:31])[CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH3:20])[CH:17]=3)[NH:12][C:11]=2[CH3:30])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 1

HCID 58618036N-cyclohexyl-N-thiazol-2-yl-1-(4-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetamide

Product 1

HCID 69312574N-cyclohexyl-N-thiazol-2-yl-5-methoxy-2-methylindole-3-acetamide

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 2.42 g (0.0045 mol) of N-Cyclohexyl-N-thiazol-2-yl-1-(4-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetamide in 2.4 mL of dichloromethane, 48 mL of methanol and 24 mL of 1N aqueous NaOH solution was stirred at rt for 90 min. During this time, the title compound formed as a precipitate. It was filtered, washed with water and dried.

Sources & evidence

ORD record
ord-6ad97f6b63e94092b3ac9cc48e6d7a92
Source dataset
uspto-grants-2008_08
Patent number
US07414067B2

Reaction notes

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