HCID 57803292, compound → HCID 57803416, compound

Participants

Reaction Steps

N-{2-[(2R,4S)-4-Azido-2-methylpyrrolidin-1-yl]-2-oxoethyl}-3-(trifluoromethyl)benzamide (1.33 g, 3.74 mmol) was dissolved in ethanol (50 mL) and then 10% Pd—C (130 mg) was added to the solution. The flask was purged with hydrogen and then stirred under an atmosphere of hydrogen using a balloon for four hours at which point, TLC indicated complete consumption of starting material. The reaction was then flushed with nitrogen and filtered through Celite on a glass frit and washed with methanol. The filtrate was concentrated to give the desired amine as a dark brown oil, 1.21 g (98%). LC/MS (M+H)+ m/z=330.1. 1H NMR (CDCl3) δ 8.12 (s, 1H), 8.02 (d, 1H), 7.77 (d, 1H), 7.58 (t, 1H), 7.37 (bs, 1H), 4.16 (m, 3H), 3.72 (m, 1H), 3.61 (m, 1H), 3.15 (m, 1H), 2.44 (m, 1H), 1.70-1.20 (m, 3H), 1.43 (d, 3H); 19F NMR (CDCl3) δ −63.12 (s).

Provenance & Evidence