Réaction #1994316

Équation de réaction

hydrochloric acid

5-methyl-1,6-dihydro-pyrrolo[2,3-g]indazole-7,8-dione

hydrogen peroxide

→

desired product

6-amino-5-methyl-1H-indazole-7-carboxylic acid

Solvants

sodium hydroxide

Conditions de réaction

Traitement

1. 1
   Températuremaintaining the temperature <30° C. with external cooling
2. 2
   AutreThe resulting reaction mixture
3. 3
   workup.WAITthe reaction was complete after 2 hours
4. 4
   FiltrationThe resulting brown suspension was filtered
5. 5
   Lavagethe filtercake washed with cold water
6. 6
   Autredried in vacuo at 50° C.

Mode opératoire

To a solution of 5-methyl-1,6-dihydro-pyrrolo[2,3-g]indazole-7,8-dione (23 g, 114.3 mmol) in 4N aqueous sodium hydroxide solution (160 ml) at ambient temperature, was added dropwise 30% aqueous hydrogen peroxide solution (27 ml) maintaining the temperature <30° C. with external cooling. The resulting reaction mixture was stirred at ambient temperature for 2 hours. According to TLC, the reaction was complete after 2 hours. The pH was adjusted to pH 3.5 by addition of concentrated hydrochloric acid. The resulting brown suspension was filtered and the filtercake washed with cold water and dried in vacuo at 50° C. to afford the desired product as brown solid. LC/MS: 192 (M+H)+.

Source