反应详情

温度

85 °C

Combine 5-azidomethyl-2-fluoro-4-iodo-pyridine (70 mg, 0.25 mmol) and 1-(2-{5-fluoro-4-[7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzo[b]thiophen-2-yl]-pyrimidin-2-ylamino}-ethyl)-imidazolidin-2-one (100 mg, 0.21 mmol) bis(diphenylphosphino)ferrocene)dichloro palladium (8.5 mg, 0.01 mmol) and NaHCO3 (35 mg, 0.41 mmol) in DMSO (87 mL) and water (3 mL). Purge the mixture through nitrogen for 5 min twice. Heat the mixture at 85° C. for 1 hour in an oil bath. Cool to room temperature. Dilute the reaction mixture with chloroform/isopropyl alcohol 93/1), and wash with water and saturated aqueous sodium chloride. Separate the organic layer from the aqueous layer and dry over sodium sulfate. After filtration, remove the organic solvent to give a crude mixture. Purify the crude by column chromatography (10% methanol in dichloromethane) to afford the title compound (105 mg, 100%). MS (ES) m/z 508 [M+1]+.

1. customPurge the mixture through nitrogen for 5 min twice
2. temperatureCool to room temperature
3. additionDilute the reaction mixture with chloroform/isopropyl alcohol 93/1), and
4. washwash with water and saturated aqueous sodium chloride
5. customSeparate the organic layer from the aqueous layer
6. dry with materialdry over sodium sulfate
7. filtrationAfter filtration
8. customremove the organic solvent
9. customto give a crude mixture
10. customPurify the crude by column chromatography (10% methanol in dichloromethane)