Reaktion #603764

Reaktionsgleichung

Potassium carbonate

methyl 4-amino-3-chloro-5-fluoro-6-(4-((trimethylsilyl)ethynyl)phenyl)picolinate

→

title compound

Ausbeute 97.6%

methyl 4-amino-3-chloro-6-(4-ethynylphenyl)-5-fluoropicolinate

Ausbeute 97.6%

Lösungsmittel

water

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane (5×50 mL)
2. 2
   TrocknenThe organic layers were dried (magnesium sulfate), gravity
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated by rotary evaporation

Vorschrift

Potassium carbonate (100 mg, 0.74 mmol, 1.0 equiv) was added to a stirred mixture of methyl 4-amino-3-chloro-5-fluoro-6-(4-((trimethylsilyl)ethynyl)phenyl)picolinate (280 mg, 0.74 mmol, 0.10 equiv) in methanol (3.7 mL) at 23° C. The heterogeneous pale yellow mixture was stirred at 23° C. for 30 m. The reaction mixture was diluted with water (200 mL) and extracted with dichloromethane (5×50 mL). The organic layers were dried (magnesium sulfate), gravity filtered, and concentrated by rotary evaporation to afford the title compound as a tan powder (220 mg, 96%).

Quelle