1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 45274406, compound

Participants

Reaction Steps

To 4-(2-oxo-3,3-diphenylpyrrolidin-1-yl)butanoic acid (Example 155A, 0.039 g, 0.121 mmol) and 5-(trifluoromethyl)isoindoline hydrobromide (0.036 g, 0.133 mmol) in dichloromethane (0.5 mL) was added N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine (0.032 mL, 0.181 mmol) and the reaction stirred for 18 hours. The reaction was loaded onto a GraceResolv™ 4 g silica gel column (Grace Davison Discovery Sciences) and the product eluted with a gradient of 5% ethyl acetate/hexanes to 100% ethyl acetate/hexanes (Flow=20 mL/minute) over 30 minutes to give the title compound. 1H NMR (300 MHz, CDCl3) δ 7.55 (d, J=8.0, 1H), 7.45 (d, J=14.3, 1H), 7.36-7.13 (m, 11H), 4.67 (d, J=9.6, 2H), 4.57 (d, J=5.5, 2H), 3.50 (t, J=6.5, 2H), 3.41 (t, J=6.5, 2H), 2.74 (t, J=6.5, 2H), 2.26 (t, J=6.9, 2H), 2.01 (p, J=6.6, 2H); MS (ESI+) m/z 493.1 (M+H)+.

Provenance & Evidence