Acetonitrile → 2-Fluoro-4-(3-methyl-3H-imidazole-4-carbonyl)-benzonitrile

HRID 1594882Notes

Reaction equation

HRID 1594882 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([CH:10]([OH:17])[C:11]2[N:12]([CH3:16])[CH:13]=[N:14][CH:15]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].CC#N>C(Cl)Cl.O=[Mn]=O>[F:1][C:2]1[CH:9]=[C:8]([C:10]([C:11]2[N:12]([CH3:16])[CH:13]=[N:14][CH:15]=2)=[O:17])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

5

Reactant 2

HCID 6342AcetonitrileHCID 185332012-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile

Product 1

HCID 185332052-Fluoro-4-(3-methyl-3H-imidazole-4-carbonyl)-benzonitrile

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

2-Fluoro-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile (as described in Example 17, Step E) (0.655 g, 2.83 mmol) and MnO2 (1.23 g, 14.2 mmol) were stirred in CH2Cl2 (50 mL) and CH3CN (5 mL) for 3 h. The solution was filtered and concentrated to yield the title compound.

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-fda79df731ff474fa2c784e0d57f7c6a
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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