反应详情

温度

100 °C

Potassium cyclopropyltrifluoroborate (857 mg, 5.79 mmol), 2-chloro-4-methyl-5-nitropyridine (500 mg, 2.90 mmol), Pd(OAc)2 (26 mg, 0.12 mmol), Cs2CO3 (2.83 g, 8.69 mmol), and n-butyl-di-adamantylphosphine (62 mg, 0.17 mmol) were charged into a capped vial. The vial was purged with argon and then sealed with a septum cap. Toluene/H2O 10:1 (11 mL) was added by syringe and the mixture was heated at 100° C. for 16 h. More potassium cyclopropyltrifluoroborate (857 mg, 5.79 mmol) was added to the mixture which was further heated at 100° C. for 72 h. The mixture was diluted with CH2Cl2 and filtered through a pad of Celite. The filtrate was dried (Phase separator) and concentrated under reduced pressure. The residue was purified by preparative HPLC (Waters Sunfire, C18-ODB, 5 μm, 30×100 mm, flow: 40 mL/min, eluent: 5-100% CH3CN/H2O/30 min, 100% CH3CN/3 min, CH3CN and H2O containing 0.1% TFA). MS (LC-MS): 179 [M+H]+, tR (HPLC conditions c): 4.26 min.

1. customThe vial was purged with argon
2. customsealed with a septum
3. customcap
4. additionToluene/H2O 10:1 (11 mL) was added by syringe
5. temperaturewas further heated at 100° C. for 72 h
6. filtrationfiltered through a pad of Celite
7. customThe filtrate was dried (Phase separator)
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by preparative HPLC (Waters Sunfire, C18-ODB, 5 μm, 30×100 mm, flow: 40 mL/min, eluent: 5-100% CH3CN/H2O/30 min, 100% CH3CN/3 min, CH3CN and H2O containing 0.1% TFA)
10. custom4.26 min.