Methyl iodide → HCID 9894474, compound

HRID 1277046Notes

Reaction equation

HRID 1277046 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[C:16]3[C:11]([CH2:12][CH2:13][C:14]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([CH2:27][N:28]5[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]5)=[CH:23][CH:22]=4)=[O:19])=[CH:15]3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:34][I:35]>CN(C=O)C>[I-:35].[CH3:34][N+:28]1([CH2:27][C:24]2[CH:23]=[CH:22][C:21]([NH:20][C:18]([C:14]3[CH2:13][CH2:12][C:11]4[C:16](=[CH:17][C:8]([C:5]5[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=5)=[CH:9][CH:10]=4)[CH:15]=3)=[O:19])=[CH:26][CH:25]=2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 10526929HCID 10526929, compound

Product 1

HCID 9894474HCID 9894474, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (3 ml) was dissolved 7-(4-methylphenyl)-N-[4-(piperidinomethyl)phenyl]-3,4-dihydronaphthalene-2-carboxamide (400 mg), and to the mixture was added methyl iodide (171 μl). The mixture was stirred at room temperature for 18 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give 1-methyl-1-[4-[7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamido]benzyl]piperidinium iodide (Compound 16) (490 mg) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-78bc836189fd4973936d013804c3d7a7
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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