反应详情

温度

80 °C

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 (150 mg, 0.48 mmol) and 4-methoxy-3-trifluoromethyl-bromobenzene (148 mg, 0.58 mmol) in dimethylformamide (3 mL). The mixture was heated for 5 hours at 80° C. 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 Cyclohexane/DCM 7/3) to afford a solid which was triturated in pentane. After filtration, 4-(4-methoxy-3-trifluoromethyl-phenyl)-6-propyl-pyrimidine-2-carbonitrile (18 mg, 11%) was obtained as an off white solid.

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