2-Fluoro-4-(1-hydroxy-1-pyridin-3-yl-methyl)-benzonitrile → 2-Fluoro-4-(1-pyridin-3-yl-methanoyl)-benzonitrile

HRID 1060887Notes

Reaction equation

HRID 1060887 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([CH:10]([OH:17])[C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]>C(Cl)Cl.O=[Mn]=O>[F:1][C:2]1[CH:9]=[C:8]([C:10]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:17])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

4

Reactant 1

HCID 186294522-Fluoro-4-(1-hydroxy-1-pyridin-3-yl-methyl)-benzonitrile

Product 1

HCID 186294482-Fluoro-4-(1-pyridin-3-yl-methanoyl)-benzonitrile

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

2-Fluoro-4-(1-hydroxy-1-pyridin-3-yl-methyl)-benzonitrile (1.04 g, 4.55 mmol) and MnO2 (3.96 g, 45.5 mmol) were stirred in CH2Cl2 (100 mL) for 4 h. The solution was filtered through a celite pad and concentrated to give the title compound.

Workup

  1. filtrationThe solution was filtered through a celite pad
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-cd9fa62e3ee24648aad97c11615e0db5
Source dataset
uspto-grants-2003_02
Patent number
US06525074B2

Reaction notes

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