反应详情

To a stirred solution of (R)-3-(1-azidoethyl)-5-(prop-1-en-2-yl)pyridine (340 mg) in MeOH.HCl (1.25M, 10 mL) was added 10% Pd/C (50 mg) and stirred under hydrogen atmosphere for 12 h. The catalyst was filtered off and the residue was dissolved in 5 mL of 25% aqueous NH3 and extracted with CHCl3 and the organic layer was washed with brine, dried with Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (10% MeOH/90% CHCl3 spiked with 0.25% of Et3N) to provide 246 mg of (R)-1-(5-(prop-1-en-2-yl)pyridin-3-yl)ethanamine.

1. filtrationThe catalyst was filtered off
2. dissolutionthe residue was dissolved in 5 mL of 25% aqueous NH3
3. extractionextracted with CHCl3
4. washthe organic layer was washed with brine
5. dry with materialdried with Na2SO4
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography (10% MeOH/90% CHCl3 spiked with 0.25% of Et3N)