Methyl iodide → HCID 17773258, compound

HRID 635325Notes

Reaction equation

HRID 635325 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][C:17]3[C:25]4[CH2:24][CH2:23][CH2:22][CH2:21][C:20]=4[NH:19][CH:18]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[C:26](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][C:17]3[C:25]4[CH2:24][CH2:23][CH2:22][CH2:21][C:20]=4[N:19]([CH3:26])[CH:18]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 17773253HCID 17773253, compound

Product 1

HCID 17773258HCID 17773258, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-(3-(4-(4-Chlorophenyl)piperazin-1-yl)propyl)-4,5,6,7-tetrahydroindole (0.5 g) obtained in Example 161 and potassium carbonate (0.6 g) were dissolved in dimethylformamide (10 ml) and methyl iodide (0.3 g) was added under ice-cooling with stirring. The reaction mixture was stirred at room temperature for 2 hours and the solvent was evaporated under reduced pressure. Chloroform and an aqueous potassium carbonate solution were added and the chloroform layer was separated. The layer was dried over magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography to give 3-(3-(4-(4-chlorophenyl)piperazin-1-yl)propyl)-4,5,6,7-tetrahydro-1-methylindole.

Workup

  1. temperaturecooling
  2. stirringThe reaction mixture was stirred at room temperature for 2 hours
  3. customthe solvent was evaporated under reduced pressure
  4. additionChloroform and an aqueous potassium carbonate solution were added
  5. customthe chloroform layer was separated
  6. dry with materialThe layer was dried over magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-00022823df4f4931839f5cdd223587ba
Source dataset
uspto-grants-2001_02
Patent number
US06187774B1

Reaction notes

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