Dichloromethane → 8-Chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-yl-(6-methoxy-pyridin-3-yl)-amine

Participants

Reaction Steps

To a solution of 2-methoxypyridyl-5-isothiocyanate (3 g, 18.07 mmol) in dry dichloromethane (200 ml), 1,2-diamino-pyrazinium mesitylenate (7.77 g, 22.5 mmol), diisopropylethylamine (11.67 g, 90.35 mmol) and EDCI (3.44 g, 36.14 mmol) are added and stirred for 6 hours. The reaction mixture is concentrated and the residue is taken in water (100 ml), triturated and filtered, washed with water (50 ml×2) and 50% diethylether in hexane to get the titled product as light brown solid (4 g, 80.32%); TLC: chloroform/methanol (9.5/0.5) Rf—0.3; HPLC purity (method A) 98%, Rt (min): 2.41; LCMS: mass found (M+, 277.0), Rt (min): 2.36);

Provenance & Evidence