Reaktion #159614

Reaktionsgleichung

2-chloro-5-(trifluoromethyl)nicotinic acid

trimethylsilyldiazomethane

→

title compound ( D66 )

Ausbeute 56.7%

methyl 2-chloro-5-(trifluoromethyl)nicotinate

Ausbeute 56.7%

Lösungsmittel

diethyl ether methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to room temperature
2. 2
   SonstigeAfter solvent evaporation
3. 3
   Wascheneluting with a mixture cyclohexane/dichloromethane from 80/20 to 60/40
4. 4
   SonstigeCollected fractions, after solvent evaporation

Vorschrift

A solution of 2-chloro-5-(trifluoromethyl)nicotinic acid (500 mg, 2.21 mmole, available from Apollo #PC9219) in a mixture diethyl ether/methanol (5 ml)/(15 ml) was cooled to −20° C. then trimethylsilyldiazomethane (2M solution in diethyl ether) (2.15 ml, 4.43 mmol) was added dropwise. The reaction mixture was stirred at −20° C. for 1 h then allowed to warm to room temperature. After solvent evaporation, the obtained residue was loaded on SPE-Si cartridge (10 g) eluting with a mixture cyclohexane/dichloromethane from 80/20 to 60/40. Collected fractions, after solvent evaporation, afforded the title compound (D66) (300 mg)

Quelle