Hydrochloric Acid → 6-amino-5-methyl-2H-indazole-7-carboxylic acid

HRID 1907134노트

반응식

HRID 1907134 반응식
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]3[C:13](=[O:14])C(=O)[NH:11][C:10]=13)[NH:7][N:6]=[CH:5]2.[OH:16]O.Cl>[OH-].[Na+]>[NH2:11][C:10]1[C:9]([C:13]([OH:14])=[O:16])=[C:8]2[C:4]([CH:5]=[N:6][NH:7]2)=[CH:3][C:2]=1[CH3:1]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 1358740205-methyl-1H,6H,7H,8H-pyrrolo[2,3-g]indazole-7,8-dione

생성물 1

HCID 468557186-amino-5-methyl-2H-indazole-7-carboxylic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

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)+.

후처리

  1. temperaturemaintaining the temperature <30° C. with external cooling
  2. customThe resulting reaction mixture
  3. waitthe reaction was complete after 2 hours
  4. filtrationThe resulting brown suspension was filtered
  5. washthe filtercake washed with cold water
  6. customdried in vacuo at 50° C.

출처 및 근거

ORD 기록
ord-a3cf34dbe8094bce807e18fb46fbdc02
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598078B2

반응 노트

불러오는 중…