Reacción #710479

ord-df0563e833de4905bf3b5c2f256afd2e

Ecuación de reacción

O=C(O)C(F)F
difluoroacetic acid
CCN=C=NCCCN(C)C.Cl
EDC-HCl
Nc1ccccn1
2-aminopyridine
O=C(N=c1cccc[nH]1)C(F)F
2,2-difluoro-N-(pyridin-2(1H)-ylidene)acetamide
Rendimiento 14.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed once with water and twice with a 1% HCl aqueous solution
  2. 2
    Secadodried over anhydrous magnesium sulfate
  3. 3
    Concentraciónconcentrated under reduced pressure

Procedimiento

400 mg (4.26 mmol) of 2-aminopyridine was dissolved in 10 ml of anhydrous dichloromethane, 322 μl (490 mg, 5.11 mmol) of difluoroacetic acid, 982 mg (5.10 mmol) of EDC-HCl and 622 mg (5.11 mmol) of DMAP were added thereto, and the resulting mixture was stirred at room temperature for 61 hours. After the reaction was completed, the reaction solution was diluted with dichloromethane, washed once with water and twice with a 1% HCl aqueous solution, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 102 mg (yield 14%) of 2,2-difluoro-N-(pyridin-2(1H)-ylidene)acetamide.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09301525B2uspto-grants-2016_04