Methyl iodide → HCID 22989994, compound

HRID 1169436Notes

Reaction equation

HRID 1169436 reaction equation
[CH3:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][O:7][C:8]2[CH:9]=[C:10]([CH:27]=[CH:28][CH:29]=2)[C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:16][CH:15]=2)=[O:12])=[CH:4][CH:3]=1.C[I:33].[C:34](OCC)(=O)C>CN(C=O)C>[I-:33].[CH3:34][N+:21]1([CH2:20][C:17]2[CH:18]=[CH:19][C:14]([NH:13][C:11](=[O:12])[C:10]3[CH:27]=[CH:28][CH:29]=[C:8]([O:7][CH2:6][C:5]4[CH:4]=[CH:3][C:2]([CH3:1])=[CH:31][CH:30]=4)[CH:9]=3)=[CH:15][CH:16]=2)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 22990209HCID 22990209, compound

Product 1

HCID 22989994HCID 22989994, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 3-(4-methylbenzyloxy)-4′-(piperidinomethyl)benzanilide (900 mg) dissolved in DMF (5 ml) was added methyl iodide (405 μl), and the resulting mixture was stirred at room temperature for 15 hours. Ethyl acetate (200 ml) was added to this reaction mixture, and the resulting precipitate was collected by filtration to obtain 1-methyl-1-[4-[3-(4-methylbenzyloxy)benzoylamino]benzyl]piperidinium iodide (compound 88) (1.05 g) as colorless crystals.

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-548f64db66e744a89be9a9e2732281b8
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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