反应详情

温度

160 °C

A mixture of 2-acetamido-4-methylthiazole (891 mg), N-(6-chloropyrazin-2-yl)benzenesulfonamide (1.4 g), palladium acetate (94 mg), caesium fluoride (2.35 g), tri-tert-butylphosphine (0.34M in hexane, 2.4 mL) and DMSO (45 mL) was purged with nitrogen. The resultant mixture was stirred and heated to 160° C. for 3.5 hours. The bulk of the DMSO was evaporated and water (50 mL) was added. The resultant solid was filtered off, washed with water and dried under vacuum. A 19:1 mixture of dichloromethane and methanol was added and the mixture was filtered. The filtrate was evaporated and the residue was purified by column chromatography on silica using a solvent gradient of 3% to 5% methanol in dichloromethane as eluent. There was thus obtained the title compound as a solid (95 mg); 1H NMR Spectrum: (DMSOd6) 2.20 (s, 3H), 2.49 (s, 3H), 7.60-7.70 (m, 3H), 8.06 (m, 2H), 8.11 (s, 1H), 8.47 (s, 1H), 11.68 (s, 1H), 12.27 (s, 1H); Mass Spectrum: M+H+ 390.

1. customwas purged with nitrogen
2. customThe bulk of the DMSO was evaporated
3. additionwater (50 mL) was added
4. filtrationThe resultant solid was filtered off
5. washwashed with water
6. customdried under vacuum
7. additionA 19:1 mixture of dichloromethane and methanol
8. additionwas added
9. filtrationthe mixture was filtered
10. customThe filtrate was evaporated
11. customthe residue was purified by column chromatography on silica using a solvent gradient of 3% to 5% methanol in dichloromethane as eluent