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Hydrochloric Acid → 5-fluoro-1-(2-fluoro-phenyl)-3-(1-methyl-piperidin-3-ylmethoxy)-1H-indazole hydrogen chloride

HRID 1723845
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1723845
C(O[C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C:10]([CH:15]([O:23][C:24]2[C:32]3[C:27](=[CH:28][CH:29]=[C:30]([F:33])[CH:31]=3)[NH:26][N:25]=2)C2C=CC=CC=2F)(C)[CH2:9]1)=O)(C)(C)C.[ClH:34]>CCOC(C)=O.O1CCOCC1>[ClH:34].[F:33][C:30]1[CH:31]=[C:32]2[C:27](=[CH:28][CH:29]=1)[N:26]([C:29]1[CH:28]=[CH:27][CH:32]=[CH:31][C:30]=1[F:33])[N:25]=[C:24]2[O:23][CH2:15][CH:10]1[CH2:11][CH2:12][CH2:13][N:8]([CH3:6])[CH2:9]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 685314413-[5-fluoro-1-(2-fluoro-phenyl)-1H-indazol-3-yloxymethyl]-3-methyl-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 685280525-fluoro-1-(2-fluoro-phenyl)-3-(1-methyl-piperidin-3-ylmethoxy)-1H-indazole hydrogen chlorideAusbeute 81,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittel
HCID 31275
1,4-Dioxane
Lösungsmittel

Versuchsvorschrift

To a room temperature stirred solution of Intermediate 57 (0.127 g, 0.278 mmol) in EtOAc (0.925 ml) was added 0.902 ml of a 4.0 M HCl solution in dioxane. The reaction was allowed to stir overnight at room temperature. Upon completion as indicated by HPLC, the reaction was concentrated under reduced pressure. EtOAc was added to the solid and then concentrated down under reduced pressure. This process was repeated five times. The solid was triturated with EtOAc/Et2O (2:1), the solid was filtered and then washed with Et2O (2×15 ml). The solid was placed in a drying oven under reduced pressure to yield 0.089 g (81.7%) of the title product.

Aufarbeitung

  1. concentrationthe reaction was concentrated under reduced pressure
  2. additionEtOAc was added to the solid
  3. concentrationconcentrated down under reduced pressure
  4. customThe solid was triturated with EtOAc/Et2O (2:1)
  5. filtrationthe solid was filtered
  6. washwashed with Et2O (2×15 ml)
  7. customThe solid was placed in a drying oven under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c724f911d65e4b85b580490b9a32eb1c
Quelldatensatz
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07485636B2

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