[6-(1H-Imidazol-1-yl)pyridin-3-yl]methanol → 6-(1H-iMidazol-1-yl)nicotinaldehyde

HRID 1252486Notes

Reaction equation

HRID 1252486 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][N:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1>C(Cl)(Cl)Cl.O=[Mn]=O>[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH:12]=[O:13])=[CH:8][N:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 14207630[6-(1H-Imidazol-1-yl)pyridin-3-yl]methanol

Product 1

HCID 140316506-(1H-iMidazol-1-yl)nicotinaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

MnO2 (18.17 g) is added to a solution of the hydroxy methyl compound of Step 3. above (6.1 g) in CHCl3, and the resulting reaction mixture heated to reflux for 22 hours, allowed to cool, filtered, and the organic layer evaporated affording the desired product as a white solid. M.P.=136°-137.5° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 22 hours
  3. temperatureto cool
  4. filtrationfiltered
  5. customthe organic layer evaporated

Sources & evidence

ORD record
ord-195183cb84d44d358334162d164b4776
Source dataset
uspto-grants-1988_05
Patent number
US04743608

Reaction notes

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