Potassium Hydroxide → 2-[2-[2-(4-Chlorophenyl)-4-methyl-thiazol-5-yl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Participants

Role	Name	HCID	Charge
Reactant	Potassium Hydroxide	HCID 14797	—
Reactant	1-(2-(4-Chlorophenyl)-4-methyl-1,3-thiazol-5-yl)ethan-1-one	HCID 2728459	—
Reactant	2-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid	HCID 5275980	—
Solvent	Ethanol	HCID 702	—
Product	2-[2-[2-(4-Chlorophenyl)-4-methyl-thiazol-5-yl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid	HCID 5276036	19%

Reaction Steps

Following the procedure and workup for Compound 354, Compound 354e (100 mg, 0.256 mmol) was reacted with 1-[2-(4-chloro-phenyl)-4-methyl-thiazol-5-yl]-ethanone (0.256 mmol) in ethanol (2 mL) using 10% w/v KOH in ethanol (506 μL, 0.64 mmol) to produce the title compound (27 mg, 19% yield). MS: 580.19 (M+H+); HPLC Procedure B, retention time=9.18 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07511145B2
Source dataset	uspto-grants-2009_03
ORD ID	ord-e6b83a0383664f9789a0c05c0c33737e
Source note	uspto-grants-2009_03