Reaktion #794426

Reaktionsgleichung

Tert-butyl (2-chloro-5-fluoropyridin-3-yl)(methyl)carbamate

Intermediate 36

Tert-butyl (2-chloro-5-fluoropyridin-3-yl)(methyl)carbamate

→

2-chloro-5-fluoro-N-methylpyridin-3-amine

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to room temperature
2. 2
   SonstigeThe reaction mixture was evaporated to dryness under reduced pressure and water (80 mL), saturated sodium bicarbonate (50 mL) and ethyl acetate (100 mL)
3. 3
   workup.ADDITIONwere added
4. 4
   workup.ADDITIONThe phases were mixed
5. 5
   Sonstigeseparated
6. 6
   Trocknenthe organic phase was dried with magnesium sulfate
7. 7
   Sonstigebefore evaporating to dryness under reduced pressure
8. 8
   SonstigePurification

Vorschrift

Tert-butyl (2-chloro-5-fluoropyridin-3-yl)(methyl)carbamate (Intermediate 36) (0.920 g, 3.53 mmol) was dissolved in trifluoroacetic acid (20 mL) and heated at 50° C. for 90 minutes. The solution was allowed to cool to room temperature and stir for another 14 hours. The reaction mixture was evaporated to dryness under reduced pressure and water (80 mL), saturated sodium bicarbonate (50 mL) and ethyl acetate (100 mL) were added. The phases were mixed and separated and the organic phase was dried with magnesium sulfate before evaporating to dryness under reduced pressure. Purification using silica chromatography (0-10% methanol in dichloromethane gradient) gave 2-chloro-5-fluoro-N-methylpyridin-3-amine as an oil.

Quelle