Triethylamine → HCID 86756887, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 0.459 g of (E)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in 5 ml of dichloromethane was treated under nitrogen at 0° C. with 0.28 ml of triethylamine and a solution of the acid chloride prepared from 0.166 g of 2-pyrrolecarboxylic acid in 3 ml of dichloromethane. The mixture was stirred at 0° C. for 2 hours and evaporated. The residue was dissolved in ethyl acetate. The solution was washed with 5% aqueous sodium hydrogen carbonate solution, water, 5% citric acid solution and saturated sodium chloride solution, dried over anhydrous magnesium sulphate and was evaporated to give a solid. Chromatography of this solid on silica gel using dichloromethane/methanol (50:1) for the elution followed by evaporation and trituration with diethyl ether gave 0.225 g of (E)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methyl-2′-[(2-pyrrolyl)carbonyl]valerohydrazide in the form of a white solid.

Provenance & Evidence