Methanol → 2-(4-(4-cyano-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)-phenoxy)ethyl methanesulfonate

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Reaction Steps

Methanesulfonyl chloride (3.95 ml, 4.53 g) was added dropwise at 0° C. to a solution of 6-(4-(2-hydroxyethoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (5.7 g) and diisopropylethylamine (17.28 ml, 12.79 g). The mixture was stirred at room temperature for 1 hour. 10 ml methanol added and stirred for 5 minutes, followed by cold water (20 ml). Product precipitated, collected by filtration and washed with diethyl ether. Sample dried in the oven to give 2-(4-(4-cyano-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)-phenoxy)ethyl methanesulfonate (6.3 g). 1H NMR (DMSO) δ: 8.99 (s, 8.99), 8.48 (m, 2H), 7.53 (d, 1H), 4.60 (m, 4H), 4.46 (s, 3H), 3.24 (s, 3H). MS m/z 442 (M+H).

Provenance & Evidence