Reaktion #72109

ord-c5075f5f4bd745278c8d934237d92daa

Reaktionsgleichung

CCOC(=O)c1cccc([C@H]2CC[C@@H](NC(=O)c3nc(Cl)c(CC)[nH]3)CC2)c1
ethyl cis-3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoate
CCOC(=O)c1cccc([C@H]2CC[C@@H](NC(=O)c3nc(Cl)c(CC)[nH]3)CC2)c1
Ethyl cis-3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoate
O.[Li+].[OH-]
lithium hydroxide monohydrate
→
CCc1[nH]c(C(=O)N[C@H]2CC[C@@H](c3cccc(C(=O)O)c3)CC2)nc1Cl
title compound
Ausbeute 49.4%
CCc1[nH]c(C(=O)N[C@H]2CC[C@@H](c3cccc(C(=O)O)c3)CC2)nc1Cl
cis-3-{4-[(4-Chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoic acid
Ausbeute 49.4%

Edukte

CCOC(=O)c1cccc([C@H]2CC[C@@H](NC(=O)c3nc(Cl)c(CC)[nH]3)CC2)c1
ethyl cis-3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoate
CCOC(=O)c1cccc([C@H]2CC[C@@H](NC(=O)c3nc(Cl)c(CC)[nH]3)CC2)c1
Ethyl cis-3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoate
O.[Li+].[OH-]
lithium hydroxide monohydrate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The same operation as in Example (1i) was performed using ethyl cis-3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoate obtained in Example (194b) (50 mg, 0.124 mmol) and lithium hydroxide monohydrate (44 mg, 0.124 mmol), to obtain 23 mg of the title compound as a white solid (49%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08536197B2uspto-grants-2013_09