Methyl iodide → HCID 18472330, compound

HRID 1277044Notes

Reaction equation

HRID 1277044 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([C:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][C:18]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:19][CH:20]=3)[CH:15]=2)=[O:13])=[CH:7][CH:6]=1)[CH3:3].[CH3:30][I:31]>CN(C=O)C>[I-:31].[CH3:3][N+:2]([CH3:30])([CH3:1])[CH2:4][C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]([C:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][C:18]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:19][CH:20]=3)[CH:15]=2)=[O:13])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472372HCID 18472372, compound

Product 1

HCID 18472330HCID 18472330, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (2 ml) was dissolved N-[4-(dimethylaminomethyl)phenyl]-7-phenyl-3,4-dihydronaphthalene-2-carboxamide (80 mg), and to the mixture was added methyl iodide (39 μl). The mixture was stirred at room temperature for 17 hours and concentrated under reduced pressure. The residue was recrystallized from methanolethyl acetate to give trimethyl[4-(7-phenyl-3,4-dihydronaphthalene-2-carboxamido)benzyl]ammonium iodide (Compound 10) (92 mg) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-d1e9aae1fbdb4ac6a8214e099ec80b66
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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