反应详情

温度

100 °C

Potassium carbonate (129 mg, 0.934 mmol) and water (1.5 mL) were added to a stirring mixture of 4-chloro-6-[2-(trifluoromethyl)-1-pyrrolidinyl]-2-pyrimidinamine (83 mg, 0.311 mmol) and (4-cyano-3-fluorophenyl)boronic acid (61.6 mg, 0.374 mmol) in 1,4-dioxane (3 mL). After degassing, Pd(PPh3)4 (29 mg, 0.025 mmol) was added, and the vessel was seal and heated at 100° C. in an oil bath overnight. LCMS showed complete conversion. The mixture was diluted with EtOAc, and washed with water. The aqueous layer was back-extracted with EtOAc. The combined organics were washed with brine, dried (Na2SO4) filtered and evaporated. Purification by silica gel chromatography (Analogix RS-4 g) eluting with 5-20% EtOAc—CHCl3 afforded the title compound (65 mg) as a white foam. The sample contained some PH3P/Ph3PO by NMR, but was suitable for subsequent reactions. LC-MS (ES) m/z=352 [M+H]+.

1. customAfter degassing
2. customthe vessel was seal
3. washwashed with water
4. extractionThe aqueous layer was back-extracted with EtOAc
5. washThe combined organics were washed with brine
6. dry with materialdried (Na2SO4)
7. filtrationfiltered
8. customevaporated
9. customPurification by silica gel chromatography (Analogix RS-4 g)
10. washeluting with 5-20% EtOAc—CHCl3