(1-Methyl-1H-imidazol-5-yl)(pyridin-2-yl)methanol → (1-Methyl-1H-imidazol-5-yl)(pyridin-2-yl)methanone

HRID 520842

Reaction equation

HRID 520842 reaction equation
[CH3:1][N:2]1[C:6]([CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[OH:8])=[CH:5][N:4]=[CH:3]1>O1CCOCC1.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]1[C:6]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[O:8])=[CH:5][N:4]=[CH:3]1

Participants

4

Reactant 1

HCID 86715604(1-Methyl-1H-imidazol-5-yl)(pyridin-2-yl)methanol

Product 1

HCID 86715605(1-Methyl-1H-imidazol-5-yl)(pyridin-2-yl)methanone

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

A heterogenous mixture of (1-methyl-1H-imidazol-5-yl)(pyridin-2-yl)methanol (1.41 g, 7.45 mmol, Intermediate 6: step a) and manganese dioxide (3.24 g, 37.27 mmol) in 1,4-dioxane (52 mL) was stirred at 100° C. for 2 hours. The reaction mixture was then allowed to cool to room temperature, filtered through Celite®, rinsed with DCM, and concentrated to provide the title compound as an off-white solid.

Workup

  1. filtrationfiltered through Celite®
  2. washrinsed with DCM
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6b168743da5749a88e985a8af172d72f
Source dataset
uspto-grants-2016_05
Patent number
US09328095B2

Linked notes

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