Triethylamine → 5-Fluoro-4-hydrazino-2-methyl-6-[(1,3-thiazol-2-ylmethyl)amino]pyrimidine

Participants

Reaction Steps

4,6-Dichloro-5-fluoro-2-methylpyrimidine (180 mg, 1 mmol) was dissolved in 1 mL of DMSO and stirred at room temperature. (1,3-Thiazol-2-ylmethyl)amine (124 mg, 1.1 mmol) was added, followed by triethylamine (150 μL, 1.1 mmol). The resulting reaction mixture was stirred for 3 h, then hydrazine was added (1.0 mL), and the contents were heated to 60° C. for 1.5 h. The reaction mixture was then cooled to room temperature and purified by RP-HPLC to provide 5-fluoro-4-hydrazino-2-methyl-6-[(1,3-thiazol-2-ylmethyl)amino]pyrimidine (97 mg, 38%). LCMS: (M+H)+: 255.2.

Provenance & Evidence