Hydrochloric Acid → 5-Fluoro-1-isopropyl-1H-indazole-3-carboxylic acid

HRID 602480ノート

反応式

HRID 602480 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH:11]([CH3:13])[CH3:12])[N:6]=[C:5]2[C:14]([O:16]CC)=[O:15].[OH-].[Na+].Cl>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH:11]([CH3:12])[CH3:13])[N:6]=[C:5]2[C:14]([OH:16])=[O:15]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67271032Ethyl 5-fluoro-1-isopropyl-1H-indazole-3-carboxylate

生成物 1

HCID 672701085-Fluoro-1-isopropyl-1H-indazole-3-carboxylic acid収率 95.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

To a stirred solution of ethyl 5-fluoro-1-isopropyl-1H-indazole-3-carboxylate (125 mg, 0.5 mmol, step 1 of Example 11) in tetrahydrofuran (8 mL) was added 1N aqueous sodium hydroxide solution (1.0 mL, 1.0 mmol) at room temperature. The resulting mixture was stirred at 60° C. for 20 h. The mixture was acidified with 2 N hydrochloric acid (1 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layer was dried over sodium sulfate, and concentrated under reduced pressure to give 106 mg (95%) of the title compound as a white amorphous solid.

後処理

  1. extractionextracted with ethyl acetate (50 mL×3)
  2. dry with materialThe combined organic layer was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-891ac852b0444740ab4ae449682ea1ed
出典データセット
uspto-grants-2011_03
特許番号
US07906532B2

反応ノート

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