Sodium Methoxide → HCID 11818604, compound

HRID 639898Notes

Reaction equation

HRID 639898 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:4]([C:20]#[N:21])[N:3]=1.[CH3:22][O-:23].[Na+]>CN(C=O)C>[CH3:22][O:23][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:4]([C:20]#[N:21])[N:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 114264141-Chloro-6-methoxy-4-phenylisoquinoline-3-carbonitrile

Product 1

HCID 11818604HCID 11818604, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-chloro-6-methoxy-4-phenylisoquinoline-3-carbonitrile (50 mg) in 1 mL of DMF was added NaOMe (3 equivalents). The reaction was stirred at room temp overnight, then concentrated and purified by flash chromatography (30% EtOAc/hexanes). Trituration (ether/hexanes) of the concentrated material gave the titled compound.

Workup

  1. concentrationconcentrated
  2. custompurified by flash chromatography (30% EtOAc/hexanes)

Sources & evidence

ORD record
ord-61f9f8455ebc449b9e3d5a777a59db91
Source dataset
uspto-grants-2010_04
Patent number
US07691879B2

Reaction notes

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