反应详情

In a 250-mL, round-bottomed flask were added 4-bromopyridine hydrochloride (Aldrich) (4.7 g, 24 mmol), tetrakis (triphenylphosphine) palladium (0) (Aldrich) (1.4 g, 1.2 mmol) and 1,2-dimethoxyethane (120 mL). After stirring under nitrogen for 10 min, a solution of Na2CO3 (5.2 g in 30 mL of water) and 4-trifluoromethylbenzeneboronic acid (5.1 g, 27 mmol) were added sequentially to the mixture. The reaction was stirred in a 90° C. oil bath overnight. The 1,2-dimethoxyethane was evaporated in vacuo, and EtOAc was added to the residue. The aqueous layer was separated and extracted with EtOAc (2×50 mL). The combined EtOAc extracts were washed with brine, dried over Na2SO4 and concentrated in vacuo. Purification by silica gel flash chromatography using 1:5 EtOAc/hexanes as eluent gave the title compound as a light-tan solid. MS (ESI, pos. ion) m/z: 224 (M+1).

1. stirringThe reaction was stirred in a 90° C. oil bath overnight
2. customThe 1,2-dimethoxyethane was evaporated in vacuo, and EtOAc
3. additionwas added to the residue
4. customThe aqueous layer was separated
5. extractionextracted with EtOAc (2×50 mL)
6. washThe combined EtOAc extracts were washed with brine
7. dry with materialdried over Na2SO4
8. concentrationconcentrated in vacuo
9. customPurification by silica gel flash chromatography