1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67359332, compound

Participants

Reaction Steps

A solution of N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine (0.074 mL, 0.416 mmol), 2-(2-oxo-3,3-diphenylpyrrolidin-1-yl)acetic acid (Example 1C, 0.058 g, 0.198 mmol) and the product from Example 44B (0.066 g, 0.198 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 7.40-7.56 (m, 4H), 7.20-7.37 (m, 10H), 4.10-4.22 (m, 2H), 3.52-3.63 (m, 2H), 3.50 (t, J=6.6 Hz, 2H), 3.34-3.43 (m, 3H), 2.80 (t, J=6.5 Hz, 2H), 2.43-2.51 (m, 1H), 2.16-2.36 (m, 3H), 1.33 (d, J=6.7 Hz, 3H); MS (ESI+) m/z 536 (M+H)+.

Provenance & Evidence