Methyl iodide → HCID 86756159, compound

HRID 1277097Notes

Reaction equation

HRID 1277097 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([CH:28]=[CH:29][CH:30]=2)[CH:10]=[CH:11][C:12]([NH:14][C:15]2[CH:27]=[CH:26][C:18]([CH2:19][N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)=[CH:17][CH:16]=2)=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:31][I:32]>CN(C)C=O>[I-:32].[CH3:31][N+:20]1([CH2:19][C:18]2[CH:17]=[CH:16][C:15]([NH:14][C:12](=[O:13])[CH:11]=[CH:10][C:9]3[CH:28]=[CH:29][CH:30]=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH:8]=3)=[CH:27][CH:26]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 53970337HCID 53970337, compound

Product 1

HCID 86756159HCID 86756159, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(4-(3-phenylcinnamoylamino)benzyl)piperidine (0.32 g) and methyl iodide (0.15 ml) in dimethylformamide (5 ml) was stirred over night under nitrogen atmosphere at room temperature. The solvent was evaporated, and to the residue was added ethyl acetate. Precipitated crude crystal was filtered, which were recrystallized from ethanol to give 1-methyl-1-(4-(3-phenylcinnamoylamino)-benzyl)piperidinium iodide (Compound 85) (0.26 g) as colorless crystals.

Workup

  1. customThe solvent was evaporated
  2. additionto the residue was added ethyl acetate
  3. customPrecipitated crude crystal
  4. filtrationwas filtered
  5. customwhich were recrystallized from ethanol

Sources & evidence

ORD record
ord-cc7890b8368e416c83b4fc166f219e5e
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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