Sodium Hydroxide → N-(cyclopropylmethyl)-8-iodo-7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-amine

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(cyclopropylmethyl)-2-(3-iodo-4-methylpyridin-2-yl)hydrazinecarboxamide (preparation 28c, 0.85 g, 2.5 mmol) and phosphorous oxychloride (10 mL) was stirred at 75° C. overnight. The reaction mixture was cooled to ambient temperature and added slowly to an ice-water mixture and then ethyl acetate was added. To the cooled, stirred, biphasic mixture was added aqueous sodium hydroxide solution until the aqueous layer reached a pH of 8. The organic layer was washed with water, brine, dried (MgSO4) and the solvent evaporated in vacuo to yield the title compound (0.77 g, 96%) as a pale yellow solid.

Provenance & Evidence