Reacción #69896

Ecuación de reacción

4-bromonicotinic acid

MeOH

EDC

→

4-bromonicotinic acid methyl ester

Rendimiento 45.6%

Disolventes

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe resulting solution was stirred for 3 hours at 0° C
2. 2
   OtroThe reaction was then quenched with water (100 mL)
3. 3
   ExtracciónThe resulting solution was extracted with DCM
4. 4
   LavadoThe organic layer was washed with saturated aqueous NaCl (3×100 mL)
5. 5
   Secadodried over anhydrous Na2SO4
6. 6
   Concentraciónconcentrated under vacuum

Procedimiento

To a solution of 4-bromonicotinic acid (16.8 g, 83.2 mmol, 1.0 eq.) in DCM (250 mL) at 0° C. was added DMAP (1.0 g, 8.2 mmol, 0.1 eq.). MeOH (2.7 g, 83.7 mmol, 1.0 eq.) was added dropwise with stirring at 0° C. EDC (16.8 g, 87.6 mmol, 1.1 eq.) was then added. The resulting solution was stirred for 3 hours at 0° C. The reaction was then quenched with water (100 mL). The resulting solution was extracted with DCM. The organic layer was washed with saturated aqueous NaCl (3×100 mL), dried over anhydrous Na2SO4 and concentrated under vacuum to yield 4-bromonicotinic acid methyl ester (8.2 g) as a yellow oil.

Fuente