Reacción #69004

Ecuación de reacción

2,6-difluoro-pyridin-3-ylamine

water

1-methyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid

→

1-methyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (2,6-difluoro-pyridin-3-yl)-amide

Rendimiento 72.5%

Disolventes

pyridine

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónthe reaction mixture was concentrated
2. 2
   Otroaffording a residue that
3. 3
   workup.ADDITIONwas added in one portion
4. 4
   ConcentraciónAfter an additional 30 minutes the reaction mixture was concentrated to dryness
5. 5
   Otroaffording a residue
6. 6
   workup.ADDITIONto which was added

Procedimiento

To a suspension of 1-methyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (3.54 g, 20.1 mmol) in CH2Cl2 (400 mL) was added 1-chloro-N,N-2-trimethylpropenylamine (5.26 mL, 40.2 mmol). Following formation of the resulting acid chloride, the reaction mixture was concentrated affording a residue that was dissolved in pyridine (100 mL) before 2,6-difluoro-pyridin-3-ylamine (2.61 mg, 20.1 mmol) was added in one portion. After an additional 30 minutes the reaction mixture was concentrated to dryness affording a residue, to which was added water causing precipitation of analytically pure 1-methyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (2,6-difluoro-pyridin-3-yl)-amide (4.2 g, 72.5% yield). ES MS (M+H+)=289.

Fuente