Methyl iodide → HCID 18472603, compound

HRID 1277077Notes

Reaction equation

HRID 1277077 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([C:17]3[CH:26]=[CH:25][C:24]4[C:19](=[CH:20][C:21]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)=[CH:22][CH:23]=4)[CH:18]=3)=[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].[C:27]1([C:21]2[CH:20]=[C:19]3[C:24]([CH:25]=[CH:26][C:17]([C:15]([NH:14][C:11]4[CH:12]=[CH:13][C:8]([CH2:7][N+:1]5([CH3:33])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]5)=[CH:9][CH:10]=4)=[O:16])=[CH:18]3)=[CH:23][CH:22]=2)[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472498HCID 18472498, compound

Product 1

HCID 18472603HCID 18472603, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (3 ml) was dissolved N-[4-(piperidinomethyl)-phenyl]-7-phenylnaphthalene-2-carboxamide (300 mg), and to the mixture was added methyl iodide (133 μl). The mixture was stirred at room temperature for 16 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give 1-[4-(7-phenylnaphthalene-2-carboxamido)benzyl]-1-methylpiperidinium iodide (Compound 59) (374 mg) as pale yellow crystals.

Workup

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

Sources & evidence

ORD record
ord-749bd3da65d04937bcbd67ab09475891
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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