2-Methoxyethylamine → HCID 131715166, compound

Participants

Reaction Steps

7-Chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (D4) (1 g, 0.06 mole) was heated at reflux under nitrogen in methoxyethylamine for 1 week. Volatile material was removed under vacuum and the residue treated with water (15 ml) and a little methanol. A small amount of insoluble material was filtered off and the filtrate reevaporated to dryness. Chromatography on basic alumina eluting with ethyl acetate with methanol added to a maximum of 15% gave white gum. This was further purified by passing through Dowex 50W column, previously treated with dilute HCl, eluting initially with methanol, then water and finally 5% 0.880 ammonia in water. The fractions containing UV active material were freeze dried giving the title compound as a white solid (0.38 g,31%) m.p. 167°-170° (Found: C, 57.18; H, 6.84; N, 27.06 C10H14N4O.O.2H2O requires C,57.23; H, 6.90; N, 26.70%), δ(DMSOd-6) 2.4 (3H,s), 3.2-3.7 (4H,m), 6.25 (1H,s), 6.35 (1H,br.s), 7.9 (1H,s).

Provenance & Evidence