Hydrochloric Acid → HCID 178436869, compound

Participants

Reaction Steps

Concentrated hydrochloric acid (20 ml) was added to a hot solution of 2-ethyl-6-methoxy-4-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-1,5-naphthyridine (A4) (9.4 g) in methanol (30 ml). The solution was cooled and left to stand for 1 hour. The precipitated solid was collected by filtration and washed with ethyl acetate (2×100 ml) to give 2-ethyl-6-methoxy-4-[(2'-(1H-tetrazol-5-yl)-biphenyl-4-yl)methoxy]-1,5-naphthyridine hydrochloride (5.4 g), as a white solid, m.p. 181°-182° C.; NMR (d6DMSO): 1.4 (t, 3H), 3.1 (q, 2H), 4.05 (s, 3H), 5.65 (s, 2H), 7.2 (d, 2H), 7.5-7.8 (complex m, 8H), 8.55 (d, 1H); 13C NMR: (benzylic CH2) 71.8; mass spectrum (-ve FAB, DMSO/GLY): 437 (M-H)- ; microanalysis, found: C, 63.3; H, 5.0; N, 17.6; Cl, 7.3%; C25H22N6O2.HCl requires: C, 63.2; H, 4.9; N, 17.7; Cl, 7.5%.

Provenance & Evidence