Triethylamine → HCID 86646698, compound

Participants

Reaction Steps

5-(2,2,2-Trifluoro-ethyl)-thiophene-3-carboxylic acid (0.05 g, 0.32 mol) was dissolved in DMF (2 mL). HATU (0.23 mmol), triethylamine (1.5 mmol) and decahydroquinoline (3:2 mixture of cis- and trans-isomers; 0.64 mmol) were added and the reaction stirred overnight. The reaction mixture was then diluted with water and acetonitrile and separated by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound (21.2 mg). LCMS m/z 332.12 [M+H]+ RT=11.62 min (Analytical Method 2). 1H NMR (400 MHz, CHCl3-d): δ 7.4 (s, 1H), 7.1 (s, 1H), 4.6 (m, 1H), 3.8-3.7 (m, 1H), 3.6 (q, 2H), 3.1-2.8 (m, 1H), 2.0-1.1 (m, 13H).

Provenance & Evidence