Triethylamine → HCID 178434609, compound

Participants

Reaction Steps

Crude methyl 5-(4-guanidino-1,2,3-triazol-2-yl)valerimidate hydrochloride (0.42 g.) in MeOH (8 ml.) was treated with triethylamine (0.35 g.) followed after 0.5 hours by acethydrazide (0.13 g.). After a further 0.5 hours the solution was heated under reflux for 6 hours then evaporated to dryness. The residue was purified by medium pressure chromatography using chloroform/MeOH/aqueous ammonia (s.g. 0.880) 8:2:0.1 v/v/v as eluant to give a gum which was converted to the fumarate in MeOH. The solid was filtered and washed with warm MeOH to give 3-methyl-5-[4-(4-guanidino-1,2,3-triazol-2-yl)butyl]-1,2,4-triazole fumarate (yield 19%) having the following n.m.r. in d6DMSO:- 1.4-2.1 (m, 4H); 2.15 (s, 3H); 2.61 (t, 2H); 4.4 (t, 2H); 6.68 (s, 1H); 7.08 (s, 1H); 7.26 (br s, 4H).

Provenance & Evidence