Benzenesulfonyl chloride → HCID 86620410, compound

Participants

Reaction Steps

Benzenesulfonyl chloride (0.192 mL) was added to a stirred mixture of N-[5-(2-aminopyrimidin-5-yl)-4-methyl-1,3-thiazol-2-yl]acetamide (195 mg) and pyridine (10 mL) and the reaction mixture was heated to reflux for 18 hours. Additional benzenesulfonyl chloride (0.384 mL) was added and the mixture was heated to reflux for 2 hours. The reaction mixture was evaporated. A 7M methanolic ammonia solution (10 mL) was added to the residue and the mixture was stirred at room temperature for 1 hour. The resultant mixture was evaporated and the residue was purified by preparative HPLC. There was thus obtained the title compound (55 mg); 1H NMR Spectrum: (DMSOd6) 2.13 (s, 3H), 2.27 (s, 3H), 7.61 (m, 3H), 8.02 (m, 2H), 8.60 (s, 2H), 12.00 (br s, 1H), 12.20 (s, 1H); Mass Spectrum: M+H+ 390.

Provenance & Evidence