Phenethylamine, m-trifluoromethyl- → HCID 45275493, compound

Participants

Reaction Steps

A solution of 2-(3-(trifluoromethyl)phenyl)ethanamine (0.021 g, 0.112 mmol), 2-(2-oxo-3,3-diphenylpyrrolidin-1-yl)acetic acid (Example 1C, 0.030 g, 0.102 mmol) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.029 g, 0.053 mmol) in dichloromethane (0.5 mL) was stirred at room temperature. After stirring overnight, the reaction was loaded directly onto a SF15-12 silica gel column (Analogix®, Burlington, Wis.), and the title compound was eluted using a gradient of 5% to 100% ethyl acetate/hexanes over 20 minutes (flow=30 mL/minute). 1H NMR (300 MHz, CDCl3) δ ppm 7.44-7.50 (m, 1H), 7.23-7.40 (m, 13H), 5.84 (t, J=6.1 Hz, 1H), 3.98 (s, 2H), 3.40 (t, J=6.5 Hz, 2H), 3.32-3.40 (m, 2H), 2.76 (t, J=6.5 Hz, 2H), 2.67 (t, J=7.3 Hz, 2H); MS (ESI−) m/z 465 (M−H)−.

Provenance & Evidence