Methanol → HCID 22000205, compound

HRID 1976056Notes

Reaction equation

HRID 1976056 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([N:8]2[CH:12]=[CH:11][N:10]=[C:9]2[C:13]([F:16])([F:15])[F:14])[CH:7]=1.[H-].[Na+].[CH3:20][OH:21]>>[Br:1][C:2]1[C:3]([O:21][CH3:20])=[N:4][CH:5]=[C:6]([N:8]2[CH:12]=[CH:11][N:10]=[C:9]2[C:13]([F:16])([F:15])[F:14])[CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24758Sodium hydrideHCID 22000176HCID 22000176, compound

Product 1

HCID 22000205HCID 22000205, compoundYield 80%

Procedure

3-Bromo-2-chloro-5-(2-trifluoromethylimidazol-1-yl)pyridine (318 mg, 0.97 mmol) in methanol (12 ml) was treated with sodium hydride (54 mg, 60% dispersion in oil, 1.41 mmol) and refluxed for 3 hrs. After cooling and concentration, the residue was purified by silica chromatography, to give the product as a yellow solid (252 mg, 80% yield).

Workup

  1. temperaturerefluxed for 3 hrs
  2. temperatureAfter cooling
  3. concentrationconcentration
  4. customthe residue was purified by silica chromatography

Sources & evidence

ORD record
ord-7cfdb66108ec4af1974be23eec4532cb
Source dataset
uspto-grants-2001_05
Patent number
US06225320B1

Reaction notes

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