Reaktion #72107

ord-40f9be66b7124c7399589eccafc69b98

Reaktionsgleichung

CCOC(=O)c1cccc([C@H]2CC[C@H](NC(=O)c3nc(Cl)c(CC)[nH]3)CC2)c1
ethyl trans-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 trans-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 58.0%
CCc1[nH]c(C(=O)N[C@H]2CC[C@H](c3cccc(C(=O)O)c3)CC2)nc1Cl
trans-3-{4-[(4-Chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoic acid
Ausbeute 58.0%

Edukte

CCOC(=O)c1cccc([C@H]2CC[C@H](NC(=O)c3nc(Cl)c(CC)[nH]3)CC2)c1
ethyl trans-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 trans-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 trans-3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohexyl}benzoate obtained in Example (193b) (43 mg, 0.106 mmol) and lithium hydroxide monohydrate (44 mg, 1.06 mmol), to obtain 23 mg of the title compound as a white solid (58%).

Quelle

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