1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67360329, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (Z)—N-hydroxy-6-(trifluoromethyl)nicotinimidamide (0.146 g, 0.711 mmol), 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid (0.200 g, 0.646 mmol; Example 68E) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.161 g, 0.840 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 provide the title compound. 1H NMR (300 MHz, CDCl3) δ 9.44 (d, J=1.9, 1H), 8.56 (ddd, J=0.5, 2.0, 8.1, 1H), 7.95-7.75 (m, 1H), 7.43-7.08 (m, 10H), 4.94 (s, 2H), 3.65 (t, J=6.5, 2H), 2.84-2.57 (m, 2H), 1.93 (dtd, J=3.1, 6.4, 9.4, 2H).

Provenance & Evidence