HCID 22678444, compound → HCID 22678675, compound

HRID 1837709Notes

Reaction equation

HRID 1837709 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:8]=[C:9]([CH2:15][OH:16])[C:10]([O:13][CH3:14])=[N:11][CH:12]=2)=[CH:3][CH:2]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:8]=[C:9]([CH:15]=[O:16])[C:10]([O:13][CH3:14])=[N:11][CH:12]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 22678444HCID 22678444, compound

Product 1

HCID 22678675HCID 22678675, compoundYield 103.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

321 mg of 5-(4-pyridinyl)-2-methoxy-3-pyridinemethanol was dissolved in 10 ml of chloroform, 1.6 g of manganese dioxide was added thereto, and the mixture was stirred at room temperature for 14 hours. After filtering through Celite, the filtrate was evaporated. The crude product was purified by silica gel chromatography (toluene:ethyl acetate=3:1), to give 329 mg of the title compound as a white powder.

Workup

  1. filtrationAfter filtering through Celite
  2. customthe filtrate was evaporated
  3. customThe crude product was purified by silica gel chromatography (toluene:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-d54ac46fbb4940fab879f91beead0c19
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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