HCID 67396693, compound → 5-Cyclopropyl-6-methoxypyridine-2-carbaldehyde

HRID 70507Notes

Reaction equation

HRID 70507 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([CH2:12][OH:13])=[N:8][C:9]=2[O:10][CH3:11])[CH2:3][CH2:2]1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([CH:12]=[O:13])=[N:8][C:9]=2[O:10][CH3:11])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 67396693HCID 67396693, compound

Product 1

HCID 866579995-Cyclopropyl-6-methoxypyridine-2-carbaldehydeYield 85%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
65 °C

Procedure

Manganese dioxide (67 g) was added to a solution of (5-cyclopropyl-6-methoxypyridin-2-yl)methanol (14.1 g) in chloroform (200 mL), and the mixture was stirred at 65° C. for one hour. The reaction solution was filtered through celite and the filtrate was concentrated to give 5-cyclopropyl-6-methoxypyridine-2-carbaldehyde (11 g, 85%).

Workup

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f93c0b8c71f24745bb72eba7f3fd6efa
Source dataset
uspto-grants-2014_09
Patent number
US08822503B2

Reaction notes

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