4-(4-Ethoxycarbonyl-thiophen-2-yl)-piperidine-1-carboxylic acid t-butyl ester → 5-(1-(Tert-butoxycarbonyl)piperidin-4-yl)thiophene-3-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

Aqueous sodium hydroxide (1 N, 10 mL) was added to a solution of 4-(4-ethoxycarbonyl-thiophen-2-yl)-piperidine-1-carboxylic acid t-butyl ester (1.0 g) in IMS (10 mL). The reaction was heated at 130° C. for 10 minutes by microwave irradiation. The solution was acidified to pH 7 and the resulting precipitate isolated by filtration and dried under vacuum to give the title compound as a white solid (0.81 g). 1H NMR (400 MHz, CHCl3-d): δ 8.05 (s, 1H), 7.25 (s, 1H), 4.2 (m, 2H), 2.9 (m, 1H), 2.8 (m, 2H), 2.0 (m, 2H), 1.6 (m, 2H), 1.5 (s, 9H).

Provenance & Evidence