Réaction #60105

Équation de réaction

2,6-dichloro-3-carboxypyridine

N-methylmorpholine

Isopropyl chloroformate

→

crude product

Rendement 109.9%

2,6-dichloropyridine-3-carboxamide

Rendement 109.9%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 30 min
2. 2
   Autrebubbled with pure ammonia gas for 2 min.
3. 3
   workup.STIRRINGstirred overnight at room temperature
4. 4
   ConcentrationThe 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
   ExtractionThe aqueous solution was extracted with ethyl acetate (3×40 ml)
8. 8
   LavageThe organics was washed with water and brine
9. 9
   Séchagedried with sodium sulfate

Mode opératoire

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).

Source