Sodium Hydroxide → phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone

HRID 1821841Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1821841
[C:1]1([C:7]([C:9]2[N:17](S(C3C=CC=CC=3)(=O)=O)[C:12]3=[CH:13][N:14]=[CH:15][CH:16]=[C:11]3[CH:10]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CCO>[C:1]1([C:7]([C:9]2[NH:17][C:12]3=[CH:13][N:14]=[CH:15][CH:16]=[C:11]3[CH:10]=2)=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 689825291h-Pyrrolo[2,3-c]pyridine,2-benzoyl-1-(phenylsulfonyl)-

Produkt 1

HCID 57893467phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanoneAusbeute 84,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Phenyl[1-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl]methanone (Reference Example 13) (2.2 g, 6.1 mmol) and 10% aq NaOH (70 mL) in EtOH (135 mL) was heated to reflux. After 14 h, the mixture was concentrated under reduced pressure to remove most of the EtOH. The mixture was diluted with H2O (50 mL) and extracted with EtOAc (2×100 mL). The combined extracts were washed with saturated NaCl (25 mL), dried (Na2SO4) and concentrated under reduced pressure. Trituration in EtOAc/diethyl ether gave phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone (1.14 g, 83%).

Aufarbeitung

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customto remove most of the EtOH
  3. additionThe mixture was diluted with H2O (50 mL)
  4. extractionextracted with EtOAc (2×100 mL)
  5. washThe combined extracts were washed with saturated NaCl (25 mL)
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-eaaedbffbc1f4e0c9d736fc0419a3cf8
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07608627B2

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