Methyl iodide → HCID 18472607, compound

HRID 565912Notes

Reaction equation

HRID 565912 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 (6ml) was dissolved (E)-N-[4-(piperidino-methyl)-phenyl]-3-(2-methylphenyl)cinnamamide (0.62g), and to the mixture was added methyl iodide (0.64g). 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-methyl-phenyl)cinnamamido)benzyl]-piperidinium iodide (Compound 73) (0.79g) as pale yellow amorphous.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6f81dbdbe3e24a6b8c7c959c2c385cd4
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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