Oxalyl chloride → HCID 178468298, compound

Participants

Reaction Steps

To a cooled solution (−78° C. to −60° C.) of oxalyl chloride (0.12 mmol) in CH2Cl2 (5 mL), DMSO (0.25 mmoL) was added dropwise. The mixture was stirred for 2 minutes, and then trans-4-[4-(3-bromo-phenyl)-1H-imidazol-2-yl]-cyclohexane-carboxylic acid (2-hydroxy-propyl) amide (0.12 mmol) in 2 ml of CH2Cl2 was added. The mixture was stirred for 15 minutes at the same temperature following the addition of TEA (0.60 mmol). The mixture was stirred for another 5 minutes, warmed to room temperature and diluted with water. The organic layer was isolated, dried over Na2SO4, concentrated under vacuum, and purified with flash chromatography (90:10:1 CH2Cl2/MeOH/NH4OH) to give trans-4-[4-(3-bromo-phenyl)-1H-imidazol-2-yl]-cyclohexane-carboxylic acid (2-oxo-propyl) amide.

Provenance & Evidence