Reacción #90761

Ecuación de reacción

2,5-dichloro-4-iodopyridine

2-amino-N-methylbenzamide

tripotassium phosphate

Bis(2-diphenylphosphinophenyl)ether

→

product

Rendimiento 56.5%

2-[(2,5-Dichloro-4-pyridinyl)amino]-N-methylbenzamide

Rendimiento 56.5%

Disolventes

1,4-dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA 150-mL sealed tube
2. 2
   OtroThe reaction mixture was degassed with nitrogen for 10 min
3. 3
   FiltraciónThe reaction mixture was filtered through celite, which
4. 4
   Lavadowas washed with dioxane
5. 5
   OtroThe solvent was evaporated to dryness
6. 6
   Lavadothe solid was washed with EtOH (10 mL×3)

Procedimiento

A 150-mL sealed tube was charged with 2,5-dichloro-4-iodopyridine (3.5 g, 12.78 mmol), 2-amino-N-methylbenzamide (1.919 g, 12.78 mmol) and tripotassium phosphate (8.14 g, 38.3 mmol) in 1,4-dioxane (100 mL). The reaction mixture was degassed with nitrogen for 10 min. Bis(2-diphenylphosphinophenyl)ether (DPEPhos, 0.688 g, 1.278 mmol) and Pd(OAc)2 (0.115 g, 0.511 mmol) were added and the reaction mixture was heated in a 120° C. oil bath over night. The reaction mixture was filtered through celite, which was washed with dioxane. The solvent was evaporated to dryness and the solid was washed with EtOH (10 mL×3) to give 2.14 g (56%) of product as an off white solid.

Fuente