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Hydrochloric Acid → 1-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylic acid

HRID 511837
ノート
印刷プレビュー

反応式

HRID 511837 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([F:14])([F:13])[F:12])[CH:9]=2)[C:4]([C:15]([O:17]C)=[O:16])=[N:3]1.[OH-].[Na+].Cl>O1CCCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([F:13])([F:14])[F:12])[CH:9]=2)[C:4]([C:15]([OH:17])=[O:16])=[N:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67291403methyl 1-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylate

生成物 1

HCID 672898441-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
90 °C

実験手順

To a tetrahydrofuran (2 mL) of methyl 1-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylate (50 mg, 0.19 mmol) was added 2N sodium hydroxide (0.2 ml, 4.0 mmol) at room temperature. The mixture was refluxed at 90° C. with stirring for 3 hours. After being cooled to room temperature, 2N hydrochloric acid was added to the mixture until pH became 4.0. The organic layer was extracted with ethyl acetate, washed with brine, and dried over magnesium sulfate. After the filtration to separate solvent and magnesium sulfate, the solvent was removed under reduced pressure to give 47 mg (quantitative yield) of the title as a white solid that was used in the next step without further purification;

後処理

  1. temperatureAfter being cooled to room temperature
  2. extractionThe organic layer was extracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationAfter the filtration
  6. customto separate solvent and magnesium sulfate
  7. customthe solvent was removed under reduced pressure
  8. customto give 47 mg (quantitative yield) of the title as a white solid that
  9. customwas used in the next step without further purification

出典と根拠

ORDレコード
ord-6579fd8e7f644ad7aa00b6a1c1a42870
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09101616B2

反応ノート

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