Réaction #43414

Équation de réaction

8-[1-(chloromethyl)ethenyl]-3,7-difluoro-2-(methyloxy)-1,5-naphthyridine

sodium iodide

→

3,8-Difluoro-4-methylidene-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureto reflux for 20 hours
3. 3
   AutreThe cooled mixture was evaporated
4. 4
   workup.ADDITIONthen diluted with water
5. 5
   Extractionextracted with dichloromethane
6. 6
   SéchageThe organic extracts were dried over magnesium sulphate
7. 7
   Autreevaporated
8. 8
   AutreThe residue was chromatographed on silica eluting with a gradient of 0-100% ethyl acetate in hexane affording product (168 mg, 65%)

Mode opératoire

A mixture of 8-[1-(chloromethyl)ethenyl]-3,7-difluoro-2-(methyloxy)-1,5-naphthyridine (320 mg, 1.18 mmol) and sodium iodide (885 mg) in acetonitrile (20 ml) was heated to reflux for 20 hours. The cooled mixture was evaporated then diluted with water and extracted with dichloromethane. The organic extracts were dried over magnesium sulphate and evaporated. The residue was chromatographed on silica eluting with a gradient of 0-100% ethyl acetate in hexane affording product (168 mg, 65%).

Source