Dimethylformamide → HCID 9808628, compound

HRID 565925Notes

Reaction equation

HRID 565925 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[CH2:17][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[CH2:17][CH2:16][CH2:15][C:14]([C:18]([NH:20][C:21]4[CH:22]=[CH:23][C:24]([CH2:37][N+:38]5([CH3:41])[CH2:4][CH2:3][CH2:2][CH2:1][CH2:39]5)=[CH:25][CH:26]=4)=[O:19])=[CH:13][C:12]=3[CH:34]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 69353522HCID 69353522, compound

Product 1

HCID 9808628HCID 9808628, compound

Procedure

A solution of 2-(4-methylphenyl)-N-(4-piperidino-methylphenyl)-6,7-dihydro-5H-benzocycloheptene-8-carboxamide (0.26g) and methyl iodide (0.15ml) in dimethylformamide (15ml) 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-ethyl acetate to give 1-(N-(2-(4-methylphenyl)-6,7-dihydro-5H-benzocycloheptene-8-carbonyl)-4-aminobenzyl)-1-methylpiperidinium iodide (Compound 92) (0.3g) 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-ethyl acetate

Sources & evidence

ORD record
ord-3ca2529e301741cc8b1ff7c63eddabb0
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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