Sodium Methoxide → HCID 18958293, compound

HRID 2379270Notes

Reaction equation

HRID 2379270 reaction equation
Cl.Cl[CH2:3][C:4]1[NH:5][C:6]2[C:11]([CH:12]=1)=[N:10][CH:9]=[CH:8][CH:7]=2.[CH3:13][O-:14].[Na+]>CO>[CH3:13][O:14][CH2:3][C:4]1[NH:5][C:6]2[C:11]([CH:12]=1)=[N:10][CH:9]=[CH:8][CH:7]=2

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 18958299HCID 18958299, compound

Product 1

HCID 18958293HCID 18958293, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Crude 2-chloromethyl-4-azaindole monohydrochloride (3.0 g, approximately 14.8 mmol) is added to a 25% solution of sodium methoxide in methanol (16.8 ml) and the reaction is refluxed with stirring for 8 hours under an argon atmosphere. The reaction is concentrated and the residue is chromatographed on silica gel using mixtures of CH2Cl2, MeOH, and NH4OH as eluents to give pure 2-methoxymethyl-4-azaindole.

Workup

  1. temperaturethe reaction is refluxed
  2. concentrationThe reaction is concentrated
  3. customthe residue is chromatographed on silica gel using mixtures of CH2Cl2, MeOH, and NH4OH as eluents

Sources & evidence

ORD record
ord-7f4377156c3546e09be5efab0c7f90d0
Source dataset
uspto-grants-1994_11
Patent number
US05360907

Reaction notes

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