Dimethylformamide → HCID 18472428, compound

HRID 2228122Notes

Reaction equation

HRID 2228122 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[S:17][CH2:16][CH2:15][C:14]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][C:24](N5CCCCC5)=[CH:23][C:22]=4C)=[O:19])=[CH:13][C:12]=3[CH:34]=2)=[CH:4][CH:3]=1.C[I:36].[CH3:37][N:38]([CH3:41])[CH:39]=O>>[I-:36].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[S:17][CH2:16][CH2:15][C:14]([C:18]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([CH2:37][N+:38]5([CH3:41])[CH2:4][CH2:3][CH2:2][CH2:1][CH2:39]5)=[CH:23][CH:22]=4)=[O:19])=[CH:13][C:12]=3[CH:34]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 69352297HCID 69352297, compound

Product 1

HCID 18472428HCID 18472428, compound

Procedure

A solution of 7—(4-methylphenyl)-N-(4-piperidino-methylphenyl)-2,3-dihydro-1-benzothiepine-4-carboxamide (0.08 g) and methyl iodide (0.013 ml) in dimethylformamide (20 ml) was stirred at room temperature over night. The solvent was evaporated, and to the residue was added ethyl acetate. Precipitated crude crystal was filtered, which were recrystallized from ethanol-hexane to give 1—(N-(7—(4-methylphenyl)-2,3-dihydro-1-benzo-thiepine-4-carbonyl)-4-aminobenzyl)-1-methyl-piperidinium iodide (Compound 94) (0.077 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-hexane

Sources & evidence

ORD record
ord-f503e90527764808aadc625cbadba99b
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

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