Water → HCID 22482176, compound

HRID 352659Notes

Reaction equation

HRID 352659 reaction equation
[Cl:1][C:2]1[N:12]=[CH:11][C:5]2[N:6]=[CH:7][NH:8][C:9](=[O:10])[C:4]=2[CH:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[F:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH2:23]Cl.O>CN(C=O)C>[Cl:1][C:2]1[N:12]=[CH:11][C:5]2[N:6]=[CH:7][N:8]([CH2:23][C:22]3[CH:25]=[CH:26][CH:27]=[C:20]([F:19])[CH:21]=3)[C:9](=[O:10])[C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 99743-Fluorobenzyl chlorideHCID 10796Cesium carbonateHCID 1354805256-chloro-3H,4H-pyrido[3,4-d]pyrimidin-4-one

Product 1

HCID 22482176HCID 22482176, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The starting material, 6-chloro-3H-pyrido[3,4-d]pyrimidin-4one (710 mg, 3.92 mmol, prepared according to J. Chem. Soc., Perkin Trans. 1996, 1, 2221) is dissolved in DMF (20 ml). Cs2CO3 (1.66 g, 5.1 mmol) and 3-flurobenzylchloride (737 mg, 5.1 mmol) are added subsequently. The reaction is stirred at room temperature overnight, poured into water. After extraction with CH2Cl2, the organic layer is washed with H2O and brine, dried (Na2SO4) and filtered. After removal of the solvents, the residue is purified via a flash chromatography to give the product as a white solid.

Workup

  1. extractionAfter extraction with CH2Cl2
  2. washthe organic layer is washed with H2O and brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customAfter removal of the solvents
  6. customthe residue is purified via a flash chromatography

Sources & evidence

ORD record
ord-f4c01b89ede44e15a40dbc1270c2d018
Source dataset
uspto-grants-2004_06
Patent number
US06747147B2

Reaction notes

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