Methyl iodide → HCID 86756159, compound

HRID 565921Notes

Reaction equation

HRID 565921 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 (0.32g) and methyl iodide (0.15ml) in dimethylformamide (5ml) 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) (0.26g) 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-ccb42ffaea9448baba101c37bbf5e4fb
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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