Methyl iodide → HCID 18472417, compound

HRID 2228099Notes

Reaction equation

HRID 2228099 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([C:17]3[CH2:18][C:19]4[C:24]([CH:25]=3)=[CH:23][C:22]([C:26]3[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][CH:27]=3)=[CH:21][CH:20]=4)=[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].[CH3:32][C:29]1[CH:28]=[CH:27][C:26]([C:22]2[CH:23]=[C:24]3[C:19](=[CH:20][CH:21]=2)[CH2:18][C:17]([C:15]([NH:14][C:11]2[CH:12]=[CH:13][C:8]([CH2:7][N+:1]4([CH3:33])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)=[CH:9][CH:10]=2)=[O:16])=[CH:25]3)=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472566HCID 18472566, compound

Product 1

HCID 18472417HCID 18472417, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (10 ml) was dissolved N-[4—(piperidinomethyl)phenyl]-5—(4-methylphenyl)indene-2-carboxamide (400 mg), and to the mixture was added methyl iodide (177 μl). The mixture was stirred at room temperature for 86 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give 1-[4-[5—(4-methylphenyl)indene-2-carboxamido]-benzyl]-1-methyl-piperidinium iodide (Compound 61) (516 mg) as pale yellow crystals.

Workup

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

Sources & evidence

ORD record
ord-8223e11939bd4ddf8f39ecd6af7394bc
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

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