Réaction #1994314

Équation de réaction

hydroxylamine hydrochloride

5-methyl-6-aminoindazol

sodium sulphate

chloralhydrate

→

desired product

2-[(E)-hydroxyimino]-N-(5-methyl-1H-indazol-6-yl)-acetamide

Solvants

hydrochloric acid

water

Conditions de réaction

Traitement

1. 1
   AutreThe resulting reaction mixture
2. 2
   Températurewas heated-up gradually from ambient temperature to 80° C
3. 3
   Autrean internal temperature of 80° C., it
4. 4
   TempératureThe reaction mixture was then cooled down to ambient temperature with an ice bath
5. 5
   FiltrationThe reaction mixture was filtrated
6. 6
   LavageThe filtercake was washed thoroughly with water
7. 7
   Autredried at 50° C. for 15 hours

Mode opératoire

To a solution of sodium sulphate (8.69 g, 61.15 mmol) in water (20 ml) was added chloralhydrate (0.62 g, 3.74 mmol) at ambient temperature. To the resulting clear solution was added a solution of 5-methyl-6-aminoindazol (0.5 g, 3.4 mmol, prepared as described in Eur. Pat. Appl. EP 040872) in 1N aqueous hydrochloric acid (3.7 ml). The resulting mixture turned cloudy and hydroxylamine hydrochloride (0.75 g, 10.9 mmol) was then added. The resulting reaction mixture was heated-up gradually from ambient temperature to 80° C. When the reaction mixture has reached an internal temperature of 80° C., it was stirred for an additional 30 min at 80° C. The reaction mixture was then cooled down to ambient temperature with an ice bath. The reaction mixture was filtrated. The filtercake was washed thoroughly with water and dried at 50° C. for 15 hours to afford the desired product as a brown powder of >95% purity according to HPLC. LC/MS: 219 (M+H)+.

Source