反应详情

温度

95 °C

Use 7-chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethanesulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine (prepared essentially as described in Preparation 1)(979 mg, 2.3 mmol), 3-(tert-butyldimethyl-silanyloxy)-azetidine (880 mg, 4.7 mmol), palladium (II) acetate (51.6 mg, 0.23 mmol), tris(dibenzylideneacetone)dipalladium(0) (211 mg, 0.23 mmol), BINAP (racemic, 215 mg, 0.345 mmol), cesium carbonate (1.1 g, 3.45 mmol), anhydrous toluene (50 mL) and degas and fill with nitrogen (3 times). Seal the system with septum and tighten it with copper wire when necessary. Heat the mixture at 95° C. for 8 h. Dilute with EtOAc, wash with saturated aqueous sodium bicarbonate solution, brine, dry (sodium sulfate), concentrate and purify (silica gel chromatography, eluting with 10:90 EtOAc:hexanes) to give the title compound (763 mg, 72%).

1. customdegas
2. customSeal the system with septum
3. additionDilute with EtOAc
4. washwash with saturated aqueous sodium bicarbonate solution, brine
5. dry with materialdry (sodium sulfate)
6. concentrationconcentrate
7. custompurify
8. wash(silica gel chromatography, eluting with 10:90 EtOAc:hexanes)