Hydrochloric Acid → (10RS)-10-amino-10-(4-phenylbutyl)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one hydrochloride

Participants

Reaction Steps

A suspension of 200 mg of (10 RS)-10-acetamido-10-(4-phenylbutyl)-5H,10H-imidazo-[1,2-a]indeno[1,2-e]pyrazin-4-one in 15 ml of 6N hydrochloric acid is refluxed for 2 hours. The reaction medium is cooled and filtered on a sinter funnel. The solid obtained is crystallized from 5 ml of ethanol. 85 mg of (10RS)-10-amino-10-(4-phenylbutyl)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one hydrochloride are thus obtained [1H NMR spectrum: (300 MHz, (CD3)2SO-d6 ; δ in ppm): 0.65 (mt, 2H: CH2); 1.38 (mt, 2H: CH2); 2.35 (mt, 2H: hetero-CH2); from 2.50 to 2.80 (mt, 2H: ArCH2); 6.95 (d, J=7.5 Hz, 2H: aromatic ortho H of the phenyl); from 7.00 to 7.20 (mt, 3H: aromatic meta and para H of the phenyl); 7.52 and 7.58 (2 t, J=8 Hz, 1H each: H 7 and H 8); 7.72 and 8.68 (2 broad s, 1H each: H of the imidazole); 7.92 and 8.02.(2 broad d, J=8 Hz), 1H each: H 6 and H 9); 9.48 (mult., 3H: NH2+Cl-); 12.72 (broad s, 1H: NH 5)].

Provenance & Evidence