1H-Indazole-4-carboxylic acid, 1-acetyl-6-bromo-, methyl ester → methyl 6-bromo-1H-indazole-4-carboxylate

HRID 1501684노트

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HRID 1501684 반응식
C([N:4]1[C:12]2[CH:11]=[C:10]([Br:13])[CH:9]=[C:8]([C:14]([O:16][CH3:17])=[O:15])[C:7]=2[CH:6]=[N:5]1)(=O)C>CO.Cl>[Br:13][C:10]1[CH:9]=[C:8]([C:14]([O:16][CH3:17])=[O:15])[C:7]2[CH:6]=[N:5][NH:4][C:12]=2[CH:11]=1

참가 물질

4

반응물 1

HCID 682954331H-Indazole-4-carboxylic acid, 1-acetyl-6-bromo-, methyl ester

생성물 1

HCID 24728062methyl 6-bromo-1H-indazole-4-carboxylate수율 71.7%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

To a stirred solution of methyl 1-acetyl-6-bromo-1H-indazole-4-carboxylate (18 g, 61.0 mmol) in methanol (350 mL), 6N HCl (350 mL) was added and stirred it at 60° C. for 8 h. On completion of reaction, solvent was removed under reduced pressure then basified with saturated NaHCO3 solution till pH 8. The solid precipitate was filtered and dried under vacuum before being stirred in diethyl ether for 15 min, filtered and dried to afford methyl 6-bromo-1H-indazole-4-carboxylate (11 g, 71.7%).

후처리

  1. customOn completion of reaction, solvent
  2. customwas removed under reduced pressure
  3. filtrationThe solid precipitate was filtered
  4. customdried under vacuum
  5. stirringbefore being stirred in diethyl ether for 15 min
  6. filtrationfiltered
  7. customdried

출처 및 근거

ORD 기록
ord-ce93330feaea42da9776eb431f79448d
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206157B2

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