反应详情

温度

140 °C

To a stirred solution of compound 2 (200 mg, 0.54 mmol) in toluene (5 mL) were added 3-bromopyridine (131 mg, 0.81 mmol), trans-1,2-diaminocyclohexane (24.8 mg, 0.21 mmol), K3PO4 (288 mg, 1.35 mmol), Cu(I)I (10.3 mg, 0.05 mmol) at RT under inert atmosphere. The mixture was purged with argon for 15 min and heated to 140° C. in a sealed tube for 16 h. The reaction mixture was cooled to RT, added n-hexane (6 mL), stirred for 5 minutes and then filtered. The filtrate was diluted with water (20 mL) and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with water and brine solution, dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel; 10-12% EtOAc/Hexanes) to afford compound 3 (130 mg, 54%) as an off-white solid.

1. customThe mixture was purged with argon for 15 min
2. temperatureThe reaction mixture was cooled to RT
3. additionadded n-hexane (6 mL)
4. filtrationfiltered
5. additionThe filtrate was diluted with water (20 mL)
6. extractionextracted with EtOAc (2×50 mL)
7. washThe combined organic extracts were washed with water and brine solution
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. customto obtain the crude
12. customThe crude was purified (silica gel; 10-12% EtOAc/Hexanes)