1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67376344, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (Z)—N-hydroxy-3-(trifluoromethyl)benzimidamide (0.155 g, 0.761 mmol), 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid (0.214 g, 0.692 mmol; Example 68E) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.172 g, 0.899 mmol) were stirred together in dichloroethane (0.5 mL) at room temperature for 3 hours. The reaction was then heated to 85° C. and stirred overnight. The reaction was cooled, loaded onto a SF15-12 column (Analogix®) and the product eluted using a gradient of 5% ethyl acetate/hexanes to 35% ethyl acetate over 30 minutes (Flow=30 mL/minute) to supply the title compound. 1H NMR (300 MHz, CDCl3) δ 8.40 (s, 1H), 8.31 (d, J=7.7, 1H), 7.80 (d, J=7.9, 1H), 7.64 (dd, J=6.4, 14.3, 1H), 7.39-7.10 (m, 10H), 4.89 (d, J=20.0, 2H), 3.70-3.56 (m, 2H), 2.70 (dt, J=11.5, 25.9, 2H), 1.92 (dtd, J=3.1, 6.4, 9.4, 2H).

Provenance & Evidence