Oxalyl chloride → HCID 59516100, compound

Participants

Reaction Steps

1-(4-methoxycarbonylphenyl)-5-propylsulfanyl-pyrazole-4-carboxylic acid (Intermediate #7) was dissolved in DCM (3 mL). 1 drop of DMF and oxalyl chloride (71 μL, 0.83 mmol) was added. The mixture was stirred at ambient temperature for 2 h and then volatiles were removed by evaporation under reduced pressure. The residue was dissolved in DCM (5 mL) and added to a solution of 3-[2-(trifluoromethyl)phenyl]pyrrolidine HCl (105 mg, 0.42 mmol) and DIPEA (217 μL, 1.25 mmol) in DCM (5 mL). Water (10 mL) was added and the mixture stirred vigourously and passed through a phase separating column. The filtrate was purified by chromatography on silica gel, eluting with 0-20% EtOAc/DCM to give the title compound as a clear colourless oil (177 mg, 81%).

Provenance & Evidence