Piperidine → (2-Bromo-5-ethyl-thiophen-3-yl)-piperidin-1-yl-methanone

Participants

Reaction Steps

2-Bromo-5-ethyl-thiophene-3-carboxylic acid (0.44 g, 1.88 mmol) was dissolved in DMF (10 mL). HATU (1.88 mmol) and piperidine (10 mmol) were added and the reaction mixture stirred for 3 hours. The mixture was diluted with water and acetonitrile and the product was purified by HPLC, eluting with 0%-95% acetonitrile in water (0.1% formic acid) over 30 minutes. The fractions containing the desired product were concentrated under vacuum to give the title compound (0.36 g). LCMS m/z 304.00 [M+H]+ RT=10.91 min (Analytical Method 2). 1H NMR (400 MHz, CHCl3-d): δ 6.6 (s, 1H), 3.7 (m, 2H), 3.35 (m, 2H), 2.75 (q, 2H), 1.65 (m, 4H), 1.55 (m, 2H), 1.27 (t, 3H).

Provenance & Evidence