Sodium Hydroxide → 4-[(3-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3,5-difluoroaniline

HRID 2192177Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192177
[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[C:19]([F:20])=[CH:18][C:17]([NH:21]C(=O)C)=[CH:16][C:15]=3[F:25])[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[C:15]([F:25])=[CH:16][C:17]([NH2:21])=[CH:18][C:19]=3[F:20])[NH:6][CH:5]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 59741001N-[4-({3-Cyclopropyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}oxy)-3,5-difluorophenyl]acetamide

Produkt 1

HCID 597409994-[(3-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3,5-difluoroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

624 mg (1.25 mmol) of N-[4-({3-cyclopropyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]-pyridin-4-yl}oxy)-3,5-difluorophenyl]acetamide are dissolved in 17 ml of ethanol. 10 ml of semiconcentrated aqueous sodium hydroxide solution are added, and the reaction mixture is stirred at 90° C. for 15 h. The reaction mixture is partitioned between ethyl acetate and water. The organic phase is washed twice with water, dried over sodium sulfate and concentrated under reduced pressure. This gives a crystalline residue.

Aufarbeitung

  1. customThe reaction mixture is partitioned between ethyl acetate and water
  2. washThe organic phase is washed twice with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThis gives a crystalline residue

Quellen und Nachweise

ORD-Eintrag
ord-e1868c3891304200889780930c3dc0bd
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329716B2

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