Benzoyl chloride → HCID 10075750, compound

Participants

Reaction Steps

To a solution of 52.7 mg (0.123 mmole) of 5-n-butyl-2,4-dihydro-2-isopropyl-4-[(2'-sulfamoylbiphenyl-4-yl)methyl]-3H-1,2,4-triazol-3-one (from Step I) in 1 ml of dry pyridine stirred at room temperature under argon was added 143 μL (173 mg; 1.23 mmole) of benzoyl chloride. After 12 hours at room temperature, the mixture was treated with saturated NaH2PO4 solution and extracted 3× with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. Flash chromatography of the residue on silica gel (elution with 4% MeOH and 0.2% ammonium hydroxide in CH2Cl2) gave 42.3 mg (69%) of the title compound as a white solid; satisfactory purity by TLC in 94:6:0.2 CH2Cl2 --MeOH-concd. NH4OH; mass spectrum (FAB) m/e 533 (M+1)+.

Provenance & Evidence