Methyl iodide → HCID 22990016, compound

HRID 1169437Notes

Reaction equation

HRID 1169437 reaction equation
[C:1]1([CH2:11][O:12][C:13]2[CH:14]=[C:15]([CH:32]=[CH:33][CH:34]=2)[C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)=[CH:21][CH:20]=2)=[O:17])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C[I:36].[C:37](OCC)(=O)C>CN(C=O)C>[I-:36].[CH3:37][N+:26]1([CH2:25][C:22]2[CH:23]=[CH:24][C:19]([NH:18][C:16](=[O:17])[C:15]3[CH:32]=[CH:33][CH:34]=[C:13]([O:12][CH2:11][C:1]4[C:10]5[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=5)[CH:4]=[CH:3][CH:2]=4)[CH:14]=3)=[CH:20][CH:21]=2)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 22989943HCID 22989943, compound

Product 1

HCID 22990016HCID 22990016, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 3-(1-naphthylmethoxy)-4′-(piperidinomethyl)benzanilide (950 mg) dissolved in DMF (8 ml) was added methyl iodide (394 μl), and the resulting mixture was stirred at room temperature for 38 hours. Ethyl acetate (200 ml) was added to this reaction mixture, and the resulting precipitate was collected by filtration to obtain 1-methyl-1-[4-[3-(1-naphthylmethoxy)benzoylamino]benzyl]piperidinium iodide (compound 89) (1.21 g) as colorless crystals.

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-416077acdd3542e48462e62544bc2b70
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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