Cesium carbonate → HCID 59218701, compound

Temperature

100 °C

2-Chloro-6-trifluoromethylpyridine (451 mg, 2.5 mmol), ethyltrifluoroborate potassium salt (374 mg, 2.75 mmol), palladium acetate (11 mg, 0.05 mmol), di(1-adamantyl)-n-butylphosphine (27 mg, 0.075 mmol), and cesium carbonate (2.4 g, 7.5 mmol) were suspended in a mixture of toluene and water (10:1, 10 mL). After flushing the vessel under a stream of nitrogen gas for 5 minutes, the reaction tube was sealed and then heated at 100° C. for 18 hours. On cooling, the mixture was partitioned between DCM (15 mL) and water (15 mL). The separated aqueous phase was extracted with DCM (2×15 mL) and the combined organic phases were passed through a phase separator and concentrated in vacuo, affording a yellow oil which was used without further purification (460 mg, crude)

1. customAfter flushing the vessel under a stream of nitrogen gas for 5 minutes
2. customthe reaction tube was sealed
3. temperatureOn cooling
4. customthe mixture was partitioned between DCM (15 mL) and water (15 mL)
5. extractionThe separated aqueous phase was extracted with DCM (2×15 mL)
6. concentrationconcentrated in vacuo
7. customaffording a yellow oil which
8. customwas used without further purification (460 mg, crude)

ORD record

ord-1ee8eea76a604003bab5c7db0be92038

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08809525B2