Methyl iodide → HCID 18472603, compound

HRID 565901Notes

Reaction equation

HRID 565901 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([C:17]3[CH:26]=[CH: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)[CH:18]=3)=[O:16])=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:33][I:34]>CN(C=O)C>[I-:34].[C:27]1([C:21]2[CH:20]=[C:19]3[C:24]([CH:25]=[CH:26][C:17]([C:15]([NH:14][C:11]4[CH:12]=[CH:13][C:8]([CH2:7][N+:1]5([CH3:33])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]5)=[CH:9][CH:10]=4)=[O:16])=[CH:18]3)=[CH:23][CH:22]=2)[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472498HCID 18472498, compound

Product 1

HCID 18472603HCID 18472603, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (3ml) was dissolved N-[4-(piperidinomethyl)-phenyl]-7-phenylnaphthalene-2-carboxamide (300mg), and to the mixture was added methyl iodide (133 μl). The mixture was stirred at room temperature for 16 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give 1-[4-(7-phenylnaphthalene-2-carboxamido)-benzyl]-1-methylpiperidinium iodide (Compound 59) (374mg) as pale yellow crystals.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-24c22e5a51324f06b2dd7d96202b60ca
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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