Methyl iodide → HCID 18472625, compound

HRID 565971Notes

Reaction equation

HRID 565971 reaction equation
[C:1]1([C:7]2[CH:16]=[C:15]3[C:10]([CH2:11][CH2:12][C:13]([C:17]([NH:19][C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][N:27]5[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]5)[CH:21]=4)=[O:18])=[CH:14]3)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:33][I:34]>CN(C=O)C>[I-:34].[CH3:33][N+:27]1([CH2:26][C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([NH:19][C:17]([C:13]3[CH2:12][CH2:11][C:10]4[C:15](=[CH:16][C:7]([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)=[CH:8][CH:9]=4)[CH:14]=3)=[O:18])[CH:21]=2)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472597HCID 18472597, compound

Product 1

HCID 18472625HCID 18472625, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (3 ml) was dissolved 7-phenyl-N-[3-(piperidinomethyl)phenyl]-3,4-dihydronaphthalene-2-carboxamide (200 mg), and to the mixture was added methyl iodide (88 μl). The mixture was stirred at room temperature for 15 hours and concentrated under reduced pressure. The residue was recrystallized from methanol-ethyl acetate to give 1-methyl-1-[3-(7-phenyl-3,4-dihydronaphthalene-2-carboxamido)benzyl]-piperidinium iodide (Compound 218) (211 mg) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-05178b7d38714b06897b28451a4ce2f1
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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