Reacción #60105

Ecuación de reacción

2,6-dichloro-3-carboxypyridine

N-methylmorpholine

Isopropyl chloroformate

→

crude product

Rendimiento 109.9%

2,6-dichloropyridine-3-carboxamide

Rendimiento 109.9%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 30 min
2. 2
   Otrobubbled with pure ammonia gas for 2 min.
3. 3
   workup.STIRRINGstirred overnight at room temperature
4. 4
   ConcentraciónThe crude was concentrated under reduced pressure and sodium bisulfate (0.5M, 35 ml)
5. 5
   workup.ADDITIONwas added
6. 6
   workup.STIRRINGwith stirring
7. 7
   ExtracciónThe aqueous solution was extracted with ethyl acetate (3×40 ml)
8. 8
   LavadoThe organics was washed with water and brine
9. 9
   Secadodried with sodium sulfate

Procedimiento

A mixture of 2,6-dichloro-3-carboxypyridine (5.73 g, 30 mmole) and N-methylmorpholine (3.6 ml, 33 mmole) in dichloromethane (100 ml) was stirred in an ice-bath for 5 min. Isopropyl chloroformate (4.28 ml, 33 mmole) was added the reaction mixture at 0° C. The reaction mixture was stirred for 30 min and then bubbled with pure ammonia gas for 2 min. and stirred overnight at room temperature. The crude was concentrated under reduced pressure and sodium bisulfate (0.5M, 35 ml) was added with stirring. The aqueous solution was extracted with ethyl acetate (3×40 ml). The organics was washed with water and brine and dried with sodium sulfate to give yellow crude product (6.3 g, 50% pure).

Fuente