Reaktion #60105

Reaktionsgleichung

2,6-dichloro-3-carboxypyridine

N-methylmorpholine

Isopropyl chloroformate

→

crude product

Ausbeute 109.9%

2,6-dichloropyridine-3-carboxamide

Ausbeute 109.9%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

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