反应详情

To a sealed vial was added 2-fluoroethanol (0.0090 g, 0.14 mmol), PS-IBX (0.28 g, 0.28 mmol, 1.0 mmol/g) suspended in DCE (1.0 mL). The vial was capped and shaken at RT for 16 hours. The reaction was passed though a syringe filter and the eluent was collected into a reaction vial. To the reaction vial was added 4-(4-carbamoyl-3-((4-fluorophenyl)amino)-1H-pyrazol-1-yl)-4-(cyanomethyl)piperidin-1-ium 2,2,2-trifluoroacetate (Intermediate #38-5) (0.020 g, 0.058 mmol), TFA (0.020 mL, 0.26 mmol), Na(OAc)3BH (0.037 g, 0.18 mmol) suspended in DMF (0.50 mL). The reaction vial was capped and heated to 50° C. for 4 hours. The completed reaction was concentrated in vacuo and the residue taken up in DMF (1.0 mL). The crude reaction was passed through a syringe filter and the eluent was directly purified by reverse phase preparative HPLC (using a gradient elution of 0-95% ACN/water with 0.1% v/v TFA modifier). The collected HPLC fraction was concentrated in vacuo and the residue was taken up in MeOH and passed through a Si-Carbonate SPE cartridge. The eluent was collected and evaporated to afford the title compound.

1. customThe vial was capped
2. customThe reaction was passed though a syringe
3. filtrationfilter
4. customthe eluent was collected into a reaction vial
5. customThe reaction vial was capped
6. temperatureheated to 50° C. for 4 hours
7. customThe completed reaction
8. concentrationwas concentrated in vacuo
9. customThe crude reaction
10. customwas passed through a syringe
11. filtrationfilter
12. customthe eluent was directly purified by reverse phase preparative HPLC (
13. washa gradient elution of 0-95% ACN/water with 0.1% v/v TFA modifier)
14. concentrationThe collected HPLC fraction was concentrated in vacuo
15. customThe eluent was collected
16. customevaporated