1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 45275801, compound

Participants

Reaction Steps

A solution of 3-phenylpyrrolidine (0.029 g, 0.194 mmol), 2-(2-oxo-3,3-diphenylpyrrolidin-1-yl)acetic acid (Example 1C, 0.052 g, 0.176 mmol) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.051 g, 0.244 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 7.14-7.43 (m, 15H), 4.09-4.22 (m, 2H), 3.63-4.11 (m, 2H), 3.26-3.63 (m, 5H), 2.77-2.89 (m, 2H), 2.22-2.42 (m, 1H), 1.91-2.13 (m, 1H); MS (ESI+) m/z 425 (M+H)+.

Provenance & Evidence