2-Thiopheneacetic acid → 4-(2-Methyl-cyclohexylamino)-3-(2-thiophen-2-yl-acetylamino)-benzoic acid methyl ester

Participants

Reaction Steps

To a solution of 4.34 g of thiophen-2-yl-acetic acid in 40 ml of dry DMF 2.08 g of HOAT, 8.77 g of EDC and 13 ml of DIPEA were added at 0° C. After 30 min 8.00 g of 3-Amino-4-(2-methyl-cyclohexylamino)-benzoic acid methyl ester were added, followed by the addition of 6 ml of DIPEA and the reaction was stirred at rt 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 to obtain 11.75 g (100%) of 4-(2-Methyl-cyclohexylamino)-3-(2-thiophen-2-yl-acetylamino)-benzoic acid methyl ester, which was used without further purification.

Provenance & Evidence