Cesium carbonate → 7-bromo-2-(3,5-difluoro-4-hydroxybenzyl)-2H-isoquinolin-3-one

HRID 488785Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 488785
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([OH:12])[N:8]=[CH:9]2)=[CH:4][CH:3]=1.Br[CH2:14][C:15]1[CH:20]=[C:19]([F:21])[C:18]([OH:22])=[C:17]([F:23])[CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][N:8]([CH2:14][C:15]1[CH:20]=[C:19]([F:21])[C:18]([OH:22])=[C:17]([F:23])[CH:16]=1)[C:7](=[O:12])[CH:6]=2

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 222653224-(Bromomethyl)-2,6-difluorophenolHCID 178515312HCID 178515312, Verbindung

Produkt 1

HCID 222682637-bromo-2-(3,5-difluoro-4-hydroxybenzyl)-2H-isoquinolin-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The alkylation of 7-bromo-3-hydroxy-isoquinoline (1.30 g, 5.80 mmol) using 4-bromomethyl-2,6-difluorophenol (1.68 g, 7.54 mmol) and cesium carbonate (2.46 g, 7.54 mmol) in dimethyl-formamide is carried out as previously described in Example 1, Step (1). The solid is collected by filtration, washed with water, ethyl acetate, and allowed to air dry under house vacuum. Drying will afford the desired product. Step (2): 2-(3,5-difluoro-4-hydroxybenzyl)-7-[3-(4H-[1,2,3]triazol-4-yl)prop-1-ynyl]-2H-isoquinolin-3-one

Aufarbeitung

  1. filtrationThe solid is collected by filtration
  2. washwashed with water, ethyl acetate
  3. customto air dry under house vacuum
  4. customDrying will

Quellen und Nachweise

ORD-Eintrag
ord-8eb7645f4e804a87a5da56d567a28410
Quelldatensatz
uspto-grants-2005_12
Patentnummer
US06974822B2

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