Methyl iodide → HCID 22990064, compound

HRID 1169435Notes

Reaction equation

HRID 1169435 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:28]=[CH:29][CH:30]=1)[C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)=[CH:17][CH:16]=1)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[I:32].[C:33](OCC)(=O)C>CN(C=O)C>[I-:32].[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:28]=[CH:29][CH:30]=1)[C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N+:22]2([CH3:33])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]2)=[CH:17][CH:16]=1)=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 29671333-(Phenylmethoxy)-N-[4-(1-piperidinylmethyl)phenyl]benzamide

Product 1

HCID 22990064HCID 22990064, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 3-benzyloxy -4′-(piperidinomethyl)benzanilide (560 mg) dissolved in DMF (3 ml) was added methyl iodide (261 μl), and the resulting mixture was stirred at room temperature for 14 hours. Ethyl acetate (100 ml) was added to this reaction mixture, and the resulting precipitate was collected by filtration to obtain 1-[4-(3-benzyloxybenzoylamino)benzyl]-1-methylpiperidinium iodide (compound 87) (724 mg) as colorless crystals.

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-cebaaf440f524928b6888f9b4a0003b1
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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