(5-Bromo-6-methylpyridin-3-yl)methanol → 5-Bromo-6-methylpyridine-3-carbaldehyde

HRID 420724Notes

Reaction equation

HRID 420724 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[N:6][C:7]=1[CH3:8]>C(Cl)Cl.O=[Mn]=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[O:10])[CH:5]=[N:6][C:7]=1[CH3:8]

Participants

4

Reactant 1

HCID 58001752(5-Bromo-6-methylpyridin-3-yl)methanol

Product 1

HCID 534851635-Bromo-6-methylpyridine-3-carbaldehydeYield 54.1%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

To a solution of (5-bromo-6-methyl-3-pyridinyl)methanol (56 mg, 0.277 mmol) in DCM (2 ml), MnO2 (193 mg, 2.217 mmol) was added. After stirring overnight, an excess of MnO2 (120 mg, 1.386 mmol) was added and then the mixture was stirred for 3 h more. The reaction mixture was filtrated and evaporated to afford 30 mg of title compound pure enough to be used in the next step.

Workup

  1. stirringthe mixture was stirred for 3 h more
  2. filtrationThe reaction mixture was filtrated
  3. customevaporated

Sources & evidence

ORD record
ord-cb6d0f06d237442d87147d04329f7c6f
Source dataset
uspto-grants-2012_01
Patent number
US08097628B2

Reaction notes

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