反应详情

温度

130 °C

6-(4-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine (344 mg, 0.960 mmol), 1-methyl-1H-pyrazole-3-sulfonamide (D94) (186 mg, 1.152 mmol), xantphos (111 mg, 0.192 mmol), palladium(II) acetate (21.56 mg, 0.096 mmol) and cesium carbonate (939 mg, 2.88 mmol) were dissolved in 1,4-dioxane (10 mL) and refluxed at 130° C. overnight. The mixture was cooled and then acidified with 1M HCl till pH7-8. Water (50 mL) was added and extracted with ethyl acetate (3×50 mL). The combined organics were dried over magnesium sulfate, filtered and concentrated. The residue was purified on normal phase silica eluting with a gradient of 0-100% ethyl acetate in cyclohexane to give an impure fraction which was further triturated with MeOH and followed by purification on reverse phase eluting with acetonitrile and water (+0.2% formic acid) to give the title compound (191 mg). LCMS (A): m/z (M+H)+ 439, C21H22N6O3S requires 438 (acidic).

1. temperatureThe mixture was cooled
2. extractionextracted with ethyl acetate (3×50 mL)
3. dry with materialThe combined organics were dried over magnesium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. customThe residue was purified on normal phase silica eluting with a gradient of 0-100% ethyl acetate in cyclohexane
7. customto give an impure fraction which
8. customwas further triturated with MeOH
9. customfollowed by purification on reverse phase
10. washeluting with acetonitrile and water (+0.2% formic acid)