Potassium Sodium Tartrate → 2-(3-Ethyl-ureido)-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid methoxy-methyl-amide

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Reaction Steps

Dimethylhydroxylamine HCl salt (1.40 g, 14.5 mmol) in THF (15.0 mL) was cooled to 0° C. and treated with trimethylaluminum (1.80 mL). After 1 h the solution was charged with 2-(3-ethyl-ureido)-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethyl ester (which may be produced as in Example 16, Step 1) (1.01 g, 2.84 mmol). After 20 h the reaction was diluted in ethyl acetate and charged with an equal amount of Rochelle salt. This biphasic solution was stirred rapidly for 4 h. then separated and the organic dried over magnesium sulfate and concentrated to afford 2-(3-ethyl-ureido)-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid methoxy-methyl-amide. MS (APCI+): m/z 370.4 (M+H).

Provenance & Evidence