Methyl iodide → HCID 18472607, compound

HRID 2228109Notes

Reaction equation

HRID 2228109 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:31])/[CH:16]=[CH:17]/[C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[CH3:30])[CH:19]=3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:32][I:33]>CN(C=O)C>[I-:33].[CH3:32][N+:1]1([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([NH:14][C:15](=[O:31])/[CH:16]=[CH:17]/[C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[CH3:30])[CH:19]=3)=[CH:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472497HCID 18472497, compound

Product 1

HCID 18472607HCID 18472607, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (6 ml) was dissolved (E)-N-[4—(piperidino-methyl)phenyl]-3—(2-methylphenyl)cinnamamide (0.62 g), and to the mixture was added methyl iodide (0.64 g). The mixture was stirred at room temperature for 20 hours and concentrated under reduced pressure. The residue was solidified with ethyl acetate to give (E)-1-methyl-1-[4—(3—(2-methylphenyl)cinnamamido)benzyl]-piperidinium iodide (Compound 73) (0.79 g) as pale yellow amorphous.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c80f2f4ae66c4b9799585267887c12a3
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

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