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

HRID 1501657ノート

反応式

HRID 1501657 の反応式
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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-34ac23a315fd4352b20164e605bb4d5b
出典データセット
uspto-grants-2015_12
特許番号
US09206157B2

反応ノート

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