1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67446410, compound

Participants

Reaction Conditions

Reaction Steps

(Z)—N-Hydroxy-4-(trifluoromethoxy)benzimidamide (0.125 g, 0.566 mmol), 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid (0.175 g, 0.566 mmol; Example 68E) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.163 g, 0.849 mmol) were stirred together in dichloroethane (4 mL) at room temperature for 45 minutes, then heated to 85° C. and stirred for 16 hours. The reaction was cooled and concentrated. Silica gel chromatography using a GraceResolv™ 12 g silica gel column (Grace Davison Discovery Sciences) eluting with a gradient of 5% ethyl acetate/hexanes to 35% ethyl acetate/hexanes (Flow=35 mL/minute) over 30 minutes gave the title compound. 1H NMR (300 MHz, CDCl3) δ 8.22-8.08 (m, 2H), 7.43-7.16 (m, 12H), 4.92 (s, 2H), 3.62 (t, J=6.5, 2H), 2.80-2.61 (m, 2H), 2.03-1.80 (m, 2H); MS (ESI+) m/z 494.1 (M+H)+.

Provenance & Evidence