5-Methyl-6-(methylamino)-2-pyridinemethanol → HCID 10534825, compound

HRID 376301Notes

Reaction equation

HRID 376301 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10][OH:11])=[N:6][C:7]=1[NH:8][CH3:9]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH:10]=[O:11])=[N:6][C:7]=1[NH:8][CH3:9]

Participants

4

Reactant 1

HCID 107020015-Methyl-6-(methylamino)-2-pyridinemethanol

Product 1

HCID 10534825HCID 10534825, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A suspension of 0.33 g of (5-methyl-6-methylaminopyridin-2-yl)methanol (2.17 mmol) and 1.6 g of manganese dioxide (18.4 mmol) in 12 ml of chloroform is heated under reflux for 1 hour. The insoluble matter is removed by filtration on celite and then the solvent evaporated under vacuum. The title product is purified by chromatography on a silica column (eluent: chloroform). 0.25 g of a yellow solid is recovered.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1 hour
  3. customThe insoluble matter is removed by filtration on celite
  4. customthe solvent evaporated under vacuum
  5. customThe title product is purified by chromatography on a silica column (eluent: chloroform)
  6. custom0.25 g of a yellow solid is recovered

Sources & evidence

ORD record
ord-1478e1772b3e4ab19c1c736cf92f7273
Source dataset
uspto-grants-2000_02
Patent number
US06020345

Reaction notes

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