Methyl iodide → HCID 22990099, compound

HRID 1169431Notes

Reaction equation

HRID 1169431 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([CH:17]3[CH2:26][CH2:25][C:24]4[C:19](=[CH:20][C:21]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)=[CH:22][CH:23]=4)[CH2:18]3)=[O:16])=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[I:34].[C:35](OCC)(=O)C>CN(C=O)C>[I-:34].[C:27]1([C:21]2[CH:20]=[C:19]3[C:24]([CH2:25][CH2:26][CH:17]([C:15]([NH:14][C:11]4[CH:10]=[CH:9][C:8]([CH2:7][N+:1]5([CH3:35])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]5)=[CH:13][CH:12]=4)=[O:16])[CH2:18]3)=[CH:23][CH:22]=2)[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 22990003HCID 22990003, compound

Product 1

HCID 22990099HCID 22990099, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To N-[4-(piperidinomethyl)phenyl]-7-phenyl-1,2,3,4-tetrahydronaphthalene-2-carboxamide (300 mg) dissolved in DMF (3 ml) was added methyl iodide (132 μl), and the resulting mixture was stirred at room temperature for 17 hours. The reaction mixture was mixed with ethyl acetate (100 ml), and the resulting precipitate was collected by filtration to obtain 1-[4-(7-phenyl-1,2,3,4-tetrahydronaphthalene-2-carboxamido)benzyl]-1-methylpiperidinium iodide (compound 83) (374 mg) as colorless crystals.

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-2a49ca6cc572421ea1f30117c52c3081
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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