Reacción #11946

Ecuación de reacción

5-methylpyrazine 2-carboxylic acid

methanol

chlorine

→

title compound

2-methoxycarbonyl-5-methylpyrazine

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthe reaction solution was concentrated
2. 2
   workup.ADDITION1 mol/l aqueous solution of sodium hydroxide was added
3. 3
   Extracciónfollowed by extraction with chloroform
4. 4
   LavadoThe organic layer was washed with saturated brine
5. 5
   Secadodried over anhydrous sodium sulfate
6. 6
   Concentraciónconcentrated
7. 7
   OtroThe resulting solid was recrystallized from hexane/ethyl acetate
8. 8
   FiltraciónThe deposited crystals were collected by filtration
9. 9
   Otrodried under reduced pressure

Procedimiento

Commercially available 5-methylpyrazine 2-carboxylic acid (2.05 g) was dissolved in methanol (0.6 ml) and chlorine gas was blown into the solution for 5 minutes. After four hours, the reaction solution was concentrated and 1 mol/l aqueous solution of sodium hydroxide was added, followed by extraction with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated. The resulting solid was recrystallized from hexane/ethyl acetate. The deposited crystals were collected by filtration and dried under reduced pressure to obtain the title compound (1.44 g) as light brown scale-like crystals.

Fuente