[2-(Methylamino)pyridin-3-yl]methanol → 2-(methylamino)nicotinaldehyde

HRID 2194512Notes

Reaction equation

HRID 2194512 reaction equation
[CH3:1][NH:2][C:3]1[C:8]([CH2:9][OH:10])=[CH:7][CH:6]=[CH:5][N:4]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][NH:2][C:3]1[N:4]=[CH:5][CH:6]=[CH:7][C:8]=1[CH:9]=[O:10]

Participants

4

Reactant 1

HCID 4738518[2-(Methylamino)pyridin-3-yl]methanol

Product 1

HCID 31493522-(methylamino)nicotinaldehydeYield 96.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

9.10 g (66.0 mmol) of (2-(methylamino)-3-pyridinyl)methanol was dissolved in chloroform (70 mL), and 17.4 g (200 mmol) of manganese dioxide was added thereto. The mixture was stirred overnight at 60° C. The reaction mixture was filtered, and the filtrate was concentrated. Thus, 8.66 g (yield: 96%) of the title compound was obtained as an orange-colored solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-18b9f9a658494078bf6566929d8cdac0
Source dataset
uspto-grants-2012_12
Patent number
US08334236B2

Reaction notes

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