1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67377704, compound

Participants

Reaction Conditions

Reaction Steps

(Z)-3-(4-Chlorophenyl)-N-hydroxypropanimidamide (0.070 g, 0.352 mmol), 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid (0.109 g, 0.352 mmol; Example 68E) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.135 g, 0.705 mmol) were stirred together in dichloromethane (0.5 mL) at room temperature for 2 hours, then heated to 85° C. overnight. The reaction was cooled, loaded onto a GraceResolv™ 12 g silica gel column (Grace Davison Discovery Sciences) and the product eluted with a gradient of 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes (Flow=30 mL/minute) over 30 minutes to give the title compound. 1H NMR (300 MHz, CDCl3) δ 7.39-7.04 (m, 14H), 4.83 (s, 2H), 3.54 (t, J=6.5, 2H), 3.11-2.99 (m, 4H), 2.74-2.61 (m, 2H), 1.99-1.76 (m, 2H); MS (ESI+) m/z 472.1 (M+H)+.

Provenance & Evidence