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

HRID 511837
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 511837
[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
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

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;

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-6579fd8e7f644ad7aa00b6a1c1a42870
Quelldatensatz
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09101616B2

Notizen zur Reaktion

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