2-Thiopheneacetic acid → HCID 86714427, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 8.94 g of thiophen-2-yl-acetic acid in 130 ml of dry DMF 8.56 g of HOAT, 12.06 g of EDC and 30 ml of DIPEA were added at 0° C. After 30 min 15.00 g of 3-Amino-4-(cyclohexylmethyl-amino)-benzoic acid methyl ester were added and the reaction was stirred at 80° C. for 48 h. The reaction was then poured into water and extracted with ethyl acetate three times. The combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated. The crude product was purified by chromatography (silica, ethyl acetate/heptane) to yield 22.00 g (100%) of 4-(Cyclohexylmethyl-amino)-3-(2-thiophen-2-yl-acetylamino)-benzoic acid methyl ester.

Provenance & Evidence