反应详情

温度

95 °C

tert-butyl (2-chloro-6-methylpyridin-4-yl)carbamate (220 mg, 0.91 mmol) from Step 2 of this example, palladium (II) trifluoroacetate (13 mg, 0.039 mmol), zinc dust (11.3 mg, 0.17 mmol), me-2-(di-t-butylphosphino)-1H-binaphthyl (32 mg, 0.08 mmol), zinc cyanide (59.6 mg, 0.51 mmol) was added dimethylacetamide (4.8 mL) in a flask (flame-dried) and evacuated and back-filled with N2 (3×). The reaction was heated to 95° C. for 30 min, cooled to room temperature. Water (50 mL) was added, extracted with ethyl acetate (50 mL), second wash with brine (50 mL). The organic phase was dried by magnesium sulfate and filtered through silica gel pad (1 inch deep), concentrated and purified by column chromatography through a 40 gram RediSep Rf™ silica gel cartridge eluting with 18% ethyl acetate/hexanes to give the title compounds as a white solid.

1. custom(flame-dried)
2. customevacuated
3. additionback-filled with N2 (3×)
4. temperaturecooled to room temperature
5. additionWater (50 mL) was added
6. extractionextracted with ethyl acetate (50 mL)
7. washsecond wash with brine (50 mL)
8. dry with materialThe organic phase was dried by magnesium sulfate
9. filtrationfiltered through silica gel pad (1 inch deep)
10. concentrationconcentrated
11. custompurified by column chromatography through a 40 gram RediSep Rf™ silica gel cartridge
12. washeluting with 18% ethyl acetate/hexanes