Sodium Hydroxide → 4-[(3-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroaniline

HRID 2192166Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192166
[CH:1]1([C:4]2[C:12]3[C:7](=[N:8][CH:9]=[CH:10][C:11]=3[O:13][C:14]3[CH:19]=[CH:18][C:17]([NH:20]C(=O)C)=[CH:16][C:15]=3[F:24])[N:6](S(C3C=CC(C)=CC=3)(=O)=O)[CH:5]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([C:4]2[C:12]3[C:7](=[N:8][CH:9]=[CH:10][C:11]=3[O:13][C:14]3[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][C:15]=3[F:24])[NH:6][CH:5]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 59740992N-[4-({3-Cyclopropyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}oxy)-3-fluorophenyl]acetamide

Produkt 1

HCID 597410174-[(3-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

192 mg (0.40 mmol) of N-[4-({3-cyclopropyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]-pyridin-4-yl}oxy)-3-fluorophenyl]acetamide are dissolved in 7 ml of ethanol. 3.5 ml of 20% strength aqueous sodium hydroxide solution are added, and the reaction mixture is stirred at 90° C. overnight. The reaction mixture is partitioned between ethyl acetate and water. The aqueous phase is extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate, and the solvent is removed under reduced pressure. The crude product is reacted without further purification.

Aufarbeitung

  1. customThe reaction mixture is partitioned between ethyl acetate and water
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over sodium sulfate
  4. customthe solvent is removed under reduced pressure
  5. customThe crude product is reacted without further purification

Quellen und Nachweise

ORD-Eintrag
ord-15ae91894c1b40aba01487763f9b237f
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329716B2

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