Acetic Acid → 2-(5-Methyl-1H-1,2,4-triazol-1-yl)pyrimidine-5-carboxylic acid

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Reaction Conditions

Reaction Steps

2-Chloropyrimidine-5-carboxylic acid (1.5 g) is dissolved in MeOH (25 mL) and hydrazine (5 mL) is added at r.t. An exothermic reaction occurs and a solid precipitate forms. The solid is filtered off washing with a little MeOH and is dried by suction to give the hydrazine intermediate. The hydrazine is dissolved in acetic acid (4 mL) and N-((dimethylamino)methylene)acetamide [made from acetamide and N,N-dimethylformamide-dimethylacetal by procedure in US2007/0111984A1] (2.0 g) is added and heated at 90° C. for 1 h. After cooling and concentrating the residue is purified by HPLC to give the title compound. LC (method 20): tR=1.24 min; Mass spectrum (APCI): m/z=206 [M+H]+.

Provenance & Evidence