Methyl iodide → 4-[2,5-Dioxo-3-methyl-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)imidazolidin-1-yl]-2-trifluoromethylbenzonitrile

HRID 389892Notes

Reaction equation

HRID 389892 reaction equation
[O:1]=[C:2]1[NH:6][C:5]([CH2:17][O:18][CH2:19][CH:20]=[CH2:21])([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[C:4](=[O:22])[N:3]1[C:23]1[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[C:25]([C:31]([F:34])([F:33])[F:32])[CH:24]=1.[C:35](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C>[O:1]=[C:2]1[N:6]([CH3:35])[C:5]([CH2:17][O:18][CH2:19][CH:20]=[CH2:21])([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:15])([F:16])[F:14])[CH:8]=2)[C:4](=[O:22])[N:3]1[C:23]1[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[C:25]([C:31]([F:34])([F:32])[F:33])[CH:24]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 866414614-[2,5-Dioxo-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)-imidazolidin-1-yl]-2-trifluoromethylbenzonitrile

Product 1

HCID 866414624-[2,5-Dioxo-3-methyl-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)imidazolidin-1-yl]-2-trifluoromethylbenzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 814 mg of 4-[2,5-dioxo-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)imidazolidin-1-yl]-2-trifluoromethylbenzonitrile in DMF (1.5 mL) is added potassium carbonate (279 mg) and methyliodide (420 μL). The mixture is stirred 5 hours at room temperature, evaporated, washed with brine, extracted with ethyl acetate, dried over magnesium sulfate and concentrated to give the desired compound.

Workup

  1. customevaporated
  2. washwashed with brine
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a1a9771816f84285b357c7335166201b
Source dataset
uspto-grants-2013_02
Patent number
US08383608B2

Reaction notes

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