Cesium carbonate → HCID 69733830, compound

HRID 488780Notes

Reaction equation

HRID 488780 reaction equation
[Br:1][C:2]1[N: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:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH3:22][O:21][C:19](=[O:20])[C:18]1[CH:23]=[CH:24][C:15]([CH2:14][N:8]2[C:7](=[O:12])[CH:6]=[C:5]3[C:10]([N:11]=[C:2]([Br:1])[CH:3]=[CH:4]3)=[CH:9]2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 256687Methyl 4-(bromomethyl)benzoateHCID 178515313HCID 178515313, compound

Product 1

HCID 69733830HCID 69733830, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The alkylation of 7-bromo-3-hydroxy-8-azaisoquinoline (1.00 g, 4.46 mmol) using methyl 4-(bromomethyl)benzoate (1.53 g, 6.69 mmol) and cesium carbonate (2.18 g, 6.69 mmol) in dimethylformamide is carried out as previously described in Example 1, Step (1). The solid is crystallized from hexanes/ethyl acetate 2:1, the white crystals collected by filtration and dried to give the desired product.

Workup

  1. customThe solid is crystallized from hexanes/ethyl acetate 2:1
  2. filtrationthe white crystals collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-427f53e318c34bf0a1268facf5fb49fb
Source dataset
uspto-grants-2005_12
Patent number
US06974822B2

Reaction notes

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