Triethylamine → 4-chloro-N-methoxy-N-methylpyridine-2-carboxamide

温度

0 °C

To a mixture of dimethylhydroxylamine HCl (510 mg, 5.18 mmol) and triethylamine (2.16 mL, 15.5 mmol) in anhydrous THF (9.41 mL) and acetonitrile (2.35 mL) was added 4-chloropyridine-2-carbonyl chloride hydrochloride (1.00 g, 4.71 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 2 h then at RT for 16 h. The solvent was removed under reduced pressure and partitioned between EtOAc and water. The organic layer was washed with H2O and brine, dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by MPLC (biotage) eluted with 30% EtOAc/Hex to afford 925 mg (98%) of 4-chloro-N-methoxy-N-methylpyridine-2-carboxamide as an orange oil: TLC (50% EtOAc/Hex), Rf=0.31.

1. waitat RT for 16 h
2. customThe solvent was removed under reduced pressure
3. custompartitioned between EtOAc and water
4. washThe organic layer was washed with H2O and brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated under reduced pressure
7. customThe crude product was purified by MPLC (biotage)
8. washeluted with 30% EtOAc/Hex

ORDレコード

ord-8bf6eaa704a24a61b72f12afc0af72b6

出典データセット

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08076488B2