反应详情

温度

150 °C

N-(6-Bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide (200 mg), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-benzenediamine (167 mg) (WO2006/005915, page 90-91), Pd(dppf)Cl2 (43 mg) and 2M sodium carbonate (0.890 ml) were charged in 1,4-dioxane (2 ml) and water (2 ml). The reaction vial was sealed and heated under microwave irradiation at 150° C. for 15 min. The reaction was extracted with DCM (3×30 ml). The combined organic layers were evaporated. To a solution of the residue in DMF (3 ml) was added triethylorthoformate (10 ml) and the mixture heated at reflux for 2 h. The solvent was evaporated and the residue dissolved in methanol:DMSO (3 ml, 1:1) and purified by mass directed preparative HPLC (Method A) to give title compound (26 mg).

1. customThe reaction
2. customvial was sealed
3. extractionThe reaction was extracted with DCM (3×30 ml)
4. customThe combined organic layers were evaporated
5. additionTo a solution of the residue in DMF (3 ml) was added triethylorthoformate (10 ml)
6. temperaturethe mixture heated
7. temperatureat reflux for 2 h
8. customThe solvent was evaporated
9. dissolutionthe residue dissolved in methanol
10. customDMSO (3 ml, 1:1) and purified by mass