Imidazole → HCID 178462126, compound

Participants

Reaction Steps

Trans-4-(4-Bromo-benzenesulfonylamino)-cyclohexanecarboxylic acid [(R)-1-(4-fluoro-phenyl)-ethyl]-amide (Example 115, 80 mg, 0.166 mmol), imidazole (14 mg, 0.199 mmol), polyethylene glycol (30 mg), Cs2CO3 (76 mg, 0.232 mmol), and Copper II oxide (2 mg, 0.01 mmol) were weighed into a microwave vial. The vial was flushed with N2, NMP was added and the reaction mixture was microwaved at 200° C. After 20 min. the reaction mixture was diluted with EtOAc (50 ml) and filtered through celite. The filtrate was concentrated in vacuo and the residue was passed through a 25+S biotage column with an isocratic gradient of 10% MeOH in EtOAc. Product fractions combined and concentrated. The crude product was repurified via reverse phase chromatography on prep-HPLC (150 mm, C8 luna, 15-20 min run, 10%-100% MeCN in water containing 0.1% TFA) and the fractions containing the product were lyophilized to yield the title compound as a white solid (6.3 mg). MS MH+ 471.1

Provenance & Evidence