反应详情

To methyl 4-(3-amino-6-(4-(benzylamino)cyclohexyl)pyrazin-2-yl)-2-fluorobenzoate (350 mg, 0.806 mmol) in a round bottom flask that was flushed with argon was added Pd—C 10% degaussa, wet (171 mg, 0.161 mmol). Then under argon with syringe, was added MeOH (5 mL) and last a hydrogen balloon. The flask was evacuated and refilled with hydrogen six times. The reaction was stirred at room temperature for 14 h. The reaction was purged with argon, then Pd—C 10% degaussa, wet (171 mg, 0.161 mmol) was carefully added. Then a hydrogen balloon was added, and the flask was evacuated and refilled with hydrogen six times. The reaction was stirred for additional 10 h to give a total of 24 h, followed by LCMS. The reaction was flushed with argon and 35 mL of DCM was added. The crude mixture was filtered through a Celite plug, and concentrated to constant mass to give 230 mg of desired product (which is 2:1 trans to cis ratio), used as is (83%). LCMS (m/z): 345.2 (MH+), 0.48 min and 0.51 min.

1. customThe flask was evacuated
2. additionrefilled with hydrogen six times
3. customThe reaction was purged with argon
4. additionwet (171 mg, 0.161 mmol) was carefully added
5. additionThen a hydrogen balloon was added
6. customthe flask was evacuated
7. additionrefilled with hydrogen six times
8. stirringThe reaction was stirred for additional 10 h
9. customto give a total of 24 h
10. customThe reaction was flushed with argon and 35 mL of DCM
11. additionwas added
12. filtrationThe crude mixture was filtered through a Celite plug
13. concentrationconcentrated to constant mass