Réaction #4019

Équation de réaction

2-amino-3-hydroxypyridine

2-chloro-1,1,1-triethoxyethane

→

2-Chloromethyl-oxazolo[4,5-b]pyridine

Solvants

diglyme

Conditions de réaction

Traitement

1. 1
   Autreto obtain a solution
2. 2
   Autredecanted
3. 3
   Autreto remove a black byproduct residue
4. 4
   workup.ADDITIONThe filtrate was diluted with water (50 ml)
5. 5
   Autrethe resulting yellow precipitate was collected (1.5 g)
6. 6
   AutreA small sample was crystallized from isopropanol (m.p. 115°-118° C.)

Mode opératoire

The commercially available 2-amino-3-hydroxypyridine (5.0 g) and diglyme (30 ml) were heated at 125° C. to obtain a solution. To this solution was added 2-chloro-1,1,1-triethoxyethane (9.9 g) and the mixture was held at 125° for 1 hour. The solution was cooled to room temperature and then decanted to remove a black byproduct residue. The filtrate was diluted with water (50 ml) and the resulting yellow precipitate was collected (1.5 g). A small sample was crystallized from isopropanol (m.p. 115°-118° C.).

Source