反应详情

Cool a solution of 5-bromo-2-(2,5-dimethyl-pyrrol-1-yl)-4-trifluoromethyl-thiazole (2.2 g, 6.6 mmol) in THF (25 mL) in a dry ice bath. Add t-butyl lithium (1.7 M in pentane, 8.5 mL, 14.5 mmol) dropwise. Stir for 45 min and then add zinc chloride (0.5 M in THF, 14.6 mL, 7.3 mmol) dropwise. Stir 5 min and remove the cooling bath. Stir 30 min and then add 7-(1-ethyl-propyl)-3-iodo-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine (1.5 g, 4.4 mmol) and bis(tri-t-butylphosphine)palladium (0) (450 mg, 0.9 mmol). Reflux for 24 h. Cool the reaction, pour the mixture into diethyl ether, and wash with water (2×). Extract the combined water layers with diethyl ether. Dry the combined organic portions over sodium sulfate, filter, and concentrate to dryness under vacuum. Purify the resulting residue by silica gel chromatography (75-100% CH2Cl2 in hexanes) to give the title compound (1.47 g, 72%). HR-ToF-MS m/z calcd for C23H26F3N5S+H+: 462.1939, found: 462.1915.

1. stirringStir 5 min
2. customremove the cooling bath
3. stirringStir 30 min
4. temperatureReflux for 24 h
5. temperatureCool
6. customthe reaction
7. washwash with water (2×)
8. extractionExtract the combined water layers with diethyl ether
9. dry with materialDry the combined organic portions over sodium sulfate
10. filtrationfilter
11. concentrationconcentrate to dryness under vacuum
12. customPurify the resulting residue by silica gel chromatography (75-100% CH2Cl2 in hexanes)