HCID 58001709, compound → HCID 58001788, compound

HRID 420711Notes

Reaction equation

HRID 420711 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH3:11])[C:6]([C:9]#[N:10])=[N:7][CH:8]=1>C(Cl)Cl.O=[Mn]=O>[CH:2]([C:3]1[CH:4]=[C:5]([CH3:11])[C:6]([C:9]#[N:10])=[N:7][CH:8]=1)=[O:1]

Participants

4

Reactant 1

HCID 58001709HCID 58001709, compound

Product 1

HCID 58001788HCID 58001788, compoundYield 72.7%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

MnO2 (165 mg, 1.903 mmol) was added to a solution of 5-(hydroxymethyl)-3-methyl-2-pyridinecarbonitrile (28.2 mg, 0.190 mmol) in DCM (2 ml) at rt and the mixture was stirred at that temperature overnight. LCMS showed the starting material was gone. The solids were filtered off and the solvent evaporated. 5-Formyl-3-methyl-2-pyridinecarbonitrile (20.2 mg) was obtained impure. It was used in the next step without prior purification.

Workup

  1. filtrationThe solids were filtered off
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-c6dc501a3e764a0ba2986a9fa2d71107
Source dataset
uspto-grants-2012_01
Patent number
US08097628B2

Reaction notes

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