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

HRID 511837
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HRID 511837 반응식
[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
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
90 °C

실험 절차

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;

후처리

  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

출처 및 근거

ORD 기록
ord-6579fd8e7f644ad7aa00b6a1c1a42870
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09101616B2

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