Ethanol → HCID 66812045, compound

Participants

Reaction Conditions

Reaction Steps

In EtOH (13 ml, 220 mmol), dissolved was 2-(2-cyano-pyridin-5-yl)-7-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidine (Compound 123) (0.12 g, 0.28 mmol), and TMSCl (14 ml, 110 mmol) was slowly added dropwise thereto, and the mixture was stirred at 50° C. To the reaction mixture, NaHCO3(aq) was added, and the mixture was extracted three times with CH2Cl. The extract was washed twice with brine, dried over MgSO4, filtered, and evaporated under reduced pressure to remove solvent. The mixture was purified via silica gel column chromatography (CH2Cl2/MeOH, 100/1) to obtain the desired compound, 5-[7-{3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl}-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl]pyridine-2-carboxylic acid methyl ester (Compound 138) (0.05 g, 40%) and 5-[7-{3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl}-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl]pyridine-2-carboxamide (Compound 139) (0.03 g, 24%).

Provenance & Evidence