Sodium Bicarbonate → 6-bromo-2-(4-fluorophenyl)-2H-indazole-3-carboxylic acid

HRID 1037562ノート

反応式

HRID 1037562 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([CH:10]=1)=[N:8][N:7]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[C:6]=2[C:18](N)=[O:19].C(=O)(O)[O-:22].[Na+]>S(=O)(=O)(O)O.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([CH:10]=1)=[N:8][N:7]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[C:6]=2[C:18]([OH:19])=[O:22]

参加物

5

反応物 2

HCID 516892Sodium BicarbonateHCID 677763456-bromo-2-(4-fluorophenyl)-2H-indazole-3-carboxamide

生成物 1

HCID 675127396-bromo-2-(4-fluorophenyl)-2H-indazole-3-carboxylic acid収率 35%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 1118Sulfuric Acid溶媒

反応条件

温度
90 °C

実験手順

A stirred suspension of compound (xv) in conc. sulfuric acid (5 mL) and water (5 mL) were heated to 90° C. After 2 h the reaction mixture was diluted with water, neutralized with sodium bicarbonate and extracted with EtOAc (3×15 mL). The organic layer was dried (Na2SO4) and concentrated to give 6-bromo-2-(4-fluorophenyl)-2H-indazole-3-carboxylic acid (xvi) (70 mg, 35%) as a white solid. ESI-MS m/z calculated for [M+H]+: 336.98; found: 336.80.

後処理

  1. extractionextracted with EtOAc (3×15 mL)
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-640b76f069e5438c8a4e1fca0ee75a37
出典データセット
uspto-grants-2013_10
特許番号
US08546389B2

反応ノート

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