Hydrochloric Acid → HCID 51035721, compound

Participants

Reaction Steps

An isopropanolic solution of MeONa, obtained by dissolving of sodium (0.055 g, 2.4 mmol, 2 eq.) in MeOH (3 ml) under nitrogen, was treated with methyl [(4Z)-4-(4-benzyl-1,4-diazepan-2-ylidene)-1-(2-chlorophenyl)-5-oxo-4,5-dihydro-1H-pyrazol-3-yl]acetate (Compound of Formula (II) (530 mg, 1.2 mmol, 1 eq.). The reaction mixture was stirred at room temperature for 0.5 h, then cooled, diluted with water (8 mL) and neutralized to pH 6 by addition 1M HCl solution. The precipitate was filtered off and dried under vacuo. The crude was purified by flash chromatography to yield 129 mg of pure product 10-benzyl-2-(2-chlorophenyl)-2,3,8,9,10,11-hexahydro-1H-pyrazolo[4′,3′:3,4]pyrido [1,2-a][1,4]diazepine-1,5(7H)-dione. Yield 26%. 1HNMR (500 MHz, DMSO-d6): 1.62-1.68 (m, 2H); 2.83 (t, 2H, J=7.5 Hz); 3.62-3.66 (m, 2H); 4.40-4.76 (m, 2H); 5.73 (s, 1H); 7.21-7.32 (m, 5H); 7.44-7.50 (m, 2H); 7.55-7.60 (m, 1H); 7.61-7.67 (m, 1H); 10.75-10.68 (bs, 1H). MS (ESI+): 421.9.

Provenance & Evidence