Water → 1-(4-Methylpyridin-2-yl)-4-nitroimidazole

HRID 1059902Notes

Reaction equation

HRID 1059902 reaction equation
F[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.[N+:9]([C:12]1[N:13]=[CH:14][NH:15][CH:16]=1)([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:15]2[CH:16]=[C:12]([N+:9]([O-:11])=[O:10])[N:13]=[CH:14]2)[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27374032-Fluoro-4-methylpyridineHCID 178526856HCID 178526856, compound

Product 1

HCID 186675301-(4-Methylpyridin-2-yl)-4-nitroimidazoleYield 34.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

A suspension of 2-fluoro-4-methylpyridine (1.11 g), 4-nitroimidazole (1.24 g) and potassium carbonate (1.65 g) in N,N-dimethylformamide (10 ml) was stirred at 130° C. for 21 hours. After cooling, the mixture was poured into water and stirred for 30 minutes. The precipitate was collected by filtration and dried to give 1-(4-methylpyridin-2-yl)-4-nitroimidazole (698 mg).

Workup

  1. temperatureAfter cooling
  2. stirringstirred for 30 minutes
  3. filtrationThe precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-2ceb02fc828b4cbaac92eb82a39c502a
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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