Trifluoroacetic acid → trans-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone

Participants

Reaction Steps

trans-4-[4-(Octahydro-quinoline-1-carbonyl)-thiophen-2-yl]-piperidine-1-carboxylic acid t-butyl ester (0.09 g, 0.32 mmol) was dissolved in DCM (2 mL) and TFA (1 mL) and the reaction stirred at room temperature for 6 hours. The solvent was evaporated and the residue product was purified by flash chromatography on an SCX-2 cartridge, washing with acetonitrile and then eluting with 2 M ammonia in methanol. The fractions containing the desired product were concentrated under vacuum to give the title compound (0.074 g). LCMS m/z 333.20 [M+H]+ RT=6.23 min (Analytical Method 2). 1H NMR (400 MHz, CHCl3-d): δ 7.2 (s, 1H), 6.9 (s, 1H), 3.7 (m, 1H), 3.5 (m, 1H), 3.4 (m, 1H), 3.2 (m, 2H), 2.9 (m, 1H), 2.7 (m, 2H), 2.2 (m, 1H), 2.0-1.9 (m, 4H) 1.8-1.0 (m, 13H).

Provenance & Evidence