反应详情

温度

25 °C

To a solution of 6-chloro-4-iodopyridin-3-amine (6.5 g, 25.5 mmol) in CH3OH (1500 mL) was added 2-(tert-butyldimethylsilyloxy)acetaldehyde (18.0 g, 103 mmol). Then trifluoroacetic acid (150 mL) and NaBH3CN (8.0 g, 127 mmol) were added slowly at 0° C. The mixture was allowed to warm to 25° C. and the stirring was continued for an additional 12 hours. The mixture was concentrated under reduced pressure and treated with NaOH (3M) to pH=8. The aqueous layer was extracted with ethyl acetate (100 mL×3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4. The solvent was concentrated in vacuo to afford crude product 2-(6-Chloro-4-iodopyridin-3-ylamino)ethanol (14.5 g), that was used in the next step without further purification.

1. concentrationThe mixture was concentrated under reduced pressure
2. additiontreated with NaOH (3M) to pH=8
3. extractionThe aqueous layer was extracted with ethyl acetate (100 mL×3)
4. washThe combined organic layers were washed with brine
5. dry with materialdried over anhydrous Na2SO4
6. concentrationThe solvent was concentrated in vacuo