Methyl iodide → HCID 21268026, compound

HRID 2228061Notes

Reaction equation

HRID 2228061 reaction equation
[CH:1]1([C:7]2[CH:16]=[C:15]3[C:10]([CH2:11][CH2:12][C:13]([C:17]([NH:19][C:20]4[CH:25]=[CH:24][C:23]([CH2:26][N:27]5[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]5)=[CH:22][CH:21]=4)=[O:18])=[CH:14]3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:33][I:34]>CN(C=O)C>[I-:34].[CH:1]1([C:7]2[CH:16]=[C:15]3[C:10]([CH2:11][CH2:12][C:13]([C:17]([NH:19][C:20]4[CH:21]=[CH:22][C:23]([CH2:26][N+:27]5([CH3:33])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]5)=[CH:24][CH:25]=4)=[O:18])=[CH:14]3)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472430HCID 18472430, compound

Product 1

HCID 21268026HCID 21268026, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (2 ml) was dissolved 7-cyclohexyl-N-[4—(piperidinomethyl)phenyl]-3,4-dihydronaphthalene-2-carboxamide (120 mg), and to the mixture was added methyl iodide (45 μl). The mixture was stirred at room temperature for 24 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give 1-[4—(7-cyclohexyl-3,4-dihydro-naphthalene-2-carboxamido) benzyl]-1-methylpiperidinium iodide (Compound 2) (148 mg) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-eb3c8901dd094276ae381f19fe3fffa4
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

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