Triethylamine → HCID 135445242, compound

Participants

Reaction Steps

A solution of 3′-(N-aminocarbamimidoyl)-4′-[3-(3-trifluoromethyl-phenyl)-ureido]-biphenyl-4-carboxylic acid dimethylamide (322 mg) and triethylamine (212 microliters) dissolved in dichloromethane (5 ml) at -50° C. was treated with a solution of triphosgene (236 mg) in dichloromethane (5 ml). The mixture was stirred for 2.5 hrs at ambient temperature and poured into water. After adjusting to pH 7 with aq. sodium bicarbonate, the mixture was extracted with EtOAc. The organic layers were dried over Na2SO4, filtered and concentrated. Column chromatography on silica afforded 3′-(5-Oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-4′-[3-(3-trifluromethyl-phenyl)-ureido]-biphenyl-4-carboxylic acid dimethylamide as a white solid. Mp.=212° C.

Provenance & Evidence