Réaction #537100

Équation de réaction

2,6-dichloro-4-iodobenzoyl chloride

NaH

2-bromopyridin-4-amine

→

N-(2-bromopyridin-4-yl)-2,6-dichloro-4-iodobenzamide

Rendement 40.4%

Solvants

DMF

ethyl acetate

Conditions de réaction

Traitement

1. 1
   Autrequenched with water (1 mL)
2. 2
   Lavagewashed with saturated Na2CO3 and water
3. 3
   Séchagedried over Na2SO4
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   AutreThe residue was purified by silica-gel chromatography (Pet Ether/EtOAc=20:1 to 3:1)

Mode opératoire

To a cooled (0° C.) solution of 2,6-dichloro-4-iodobenzoyl chloride (70 mg, 0.21 mmol) in DMF (2 mL) was added NaH (17 mg, 0.42 mmol). The mixture was stirred for 10 minutes and then 2-bromopyridin-4-amine (40 mg, 0.23 mmol) was added. The resulting mixture was slowly warmed to 25° C., diluted with ethyl acetate (10 mL), quenched with water (1 mL), washed with saturated Na2CO3 and water, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica-gel chromatography (Pet Ether/EtOAc=20:1 to 3:1) to afford N-(2-bromopyridin-4-yl)-2,6-dichloro-4-iodobenzamide (40 mg, 40% yield). LCMS (ESI) m/z: 470.9 [M+H+].

Source