Boron trifluoride etherate → 5-[4-Fluoro-3-(morpholinomethyl)phenyl]-3-(1-isopropyltriazol-4-yl)pyridin-2-amine

温度

0 °C

To a solution of [5-[6-amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]-2-fluoro-phenyl]-morpholino-methanone (150 mg, 0.365 mmol) in THF (10.0 mL) was added BF3.Et2O (0.25 mL, 1.827 mmol) at 0° C. and stirred for 30 min. After 30 min, NaBH4 (69 mg, 1.827 mmol) was added at 0° C. and stirred at room temperature for 18 h. After cooling to 0° C., quenched with MeOH (2 mL) and heated to reflux for 6 h. The reaction mixture was diluted with EtOAc (20 mL), washed with water (20 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure. Crude compound was purified by column using 100-200 mesh silica gel. The column was eluted with 5% MeOH in DCM to afford 60 mg (yield: 41.66%) of the title compound as white solid.

1. waitAfter 30 min
2. stirringstirred at room temperature for 18 h
3. customquenched with MeOH (2 mL)
4. temperatureheated
5. temperatureto reflux for 6 h
6. additionThe reaction mixture was diluted with EtOAc (20 mL)
7. washwashed with water (20 mL)
8. dry with materialdried over anhydrous Na2SO4 and solvent
9. customwas evaporated under reduced pressure
10. customCrude compound was purified by column
11. washThe column was eluted with 5% MeOH in DCM

ORDレコード

ord-a779194b45904ed5967a92b9826ac3cc

出典データセット

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09321748B2