Reacción #544505

Ecuación de reacción

3,6 Dichloropyridine-2-carboxylic acid

morpholine

morpholine

→

3-chloro-6-morpholinyl-2-pyridine carboxylic acid

Rendimiento 53.0%

Disolventes

DMA

N,N dimethylacetamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheating
2. 2
   workup.WAITcontinued for 40 hours
3. 3
   Otrowas removed in the presence of toluene
4. 4
   workup.DISSOLUTIONThe residue was dissolved in water
5. 5
   Extracciónextracted with ether
6. 6
   Otroto remove excess morpholine
7. 7
   Extracciónthe product extracted into ether
8. 8
   OtroCrystallization from water
9. 9
   Otrogave a white solid, 369 mg (53% yield)

Procedimiento

3,6 Dichloropyridine-2-carboxylic acid (0.55 g, 2.86 mmol), morpholine (1.37 g, 15.7 mmol) and N,N dimethylacetamide (1.37 mL) were combined and stirred for 24 h at 80° C. An additional volume of morpholine (1.39 g, 15.7 mmol) was added and heating continued for 40 hours more. After cooling the DMA was removed in the presence of toluene. The residue was dissolved in water and extracted with ether to remove excess morpholine. The aqueous was acidified to pH=2 and the product extracted into ether. Crystallization from water gave a white solid, 369 mg (53% yield). 1H NMR (CD3OD): δ 3.52 (t, 4H), 3.78 (t, 4H), 6.97 (d,1H), 7.65 (d, 1H). LC-MS, M+H: 243.

Fuente