Methyl iodide → HCID 18472330, compound

HRID 565864Notes

Reaction equation

HRID 565864 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-830a6bfcd6ca4d218b5cf4b5e8d19dbe
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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