Ethanol → HCID 86760396, compound

Participants

Reaction Steps

A solution of 2-mercaptopyrimidine-5-carboxylic acid (4-fluorophenyl)amide (100 mg, 0.38 mmol) in 3 mL of ethanol was treated with aqueous NaOH (3 M, 0.28 mL, 0.84 mmol). A yellow slurry formed, which dissolved over the course of 5 min. An addition of 2-chloroacetamide (53 mg, 0.57 mmol) resulted in the formation of a white slurry. After stirring at ambient temperature for 2.5 h, the reaction was quenched with 50 mL of water and titrated to acidity with 1 M HCl. The slurry was filtered over sintered glass and washed with copious water. Drying in vacuo yielded 85 mg (70%) of 2-carbamoylmethylsulfanyl-4-methylpyrimidine-5-carboxylic acid (4-fluorophenyl)amide. ESI-MS m/z 321 (MH+), 319 (M−H−).

Provenance & Evidence