反应详情

Bis(triphenylphosphine)palladium dichloride (34 mg, 0.05 mmol) was added under a nitrogen atmosphere to a mixture of 4-propyl-6-trimethylstannanyl-pyrimidine-2-carbonitrile (155 mg, 0.50 mmol) and 3,5-bis-trifluoromethyl-bromobenzene (0.10 mL, 0.58 mmol) in dimethylformamide (3 mL). The mixture was refluxed for 4 hours then concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The aqueous layer was extracted twice with ethyl acetate. The combined organic layers were concentrated under reduced pressure. The residue was chromatographed over silica gel (eluent: DCM) to afford a solid which was triturated in pentane. After filtration, 4-(3,5-bis-trifluoromethyl-phenyl)-6-propyl-pyrimidine-2-carbonitrile (63 mg, 35%) was obtained as an off white solid (mp=112° C.).

1. temperatureThe mixture was refluxed for 4 hours
2. concentrationthen concentrated under reduced pressure
3. customThe residue was partitioned between ethyl acetate and water
4. extractionThe aqueous layer was extracted twice with ethyl acetate
5. concentrationThe combined organic layers were concentrated under reduced pressure
6. customThe residue was chromatographed over silica gel (eluent: DCM)
7. customto afford a solid which
8. customwas triturated in pentane
9. filtrationAfter filtration