1-(4-Fluorobenzyl)piperazine → HCID 67671046, compound

HRID 1290728Notes

Reaction equation

HRID 1290728 reaction equation
[CH2:1]([NH:8][C:9](SC)=[C:10]([C:16]#[N:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:20][C:21]1[CH:33]=[CH:32][C:24]([CH2:25][N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[CH:23][CH:22]=1>C(#N)C>[CH2:1]([NH:8][C:9]([N:29]1[CH2:28][CH2:27][N:26]([CH2:25][C:24]2[CH:32]=[CH:33][C:21]([F:20])=[CH:22][CH:23]=2)[CH2:31][CH2:30]1)=[C:10]([C:16]#[N:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7965631-(4-Fluorobenzyl)piperazineHCID 4219360HCID 4219360, compound

Product 1

HCID 67671046HCID 67671046, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To ethyl 3-benzylamino-3-methylthio-2-cyanoacrylate (1.50 g, 5.43 mmol) and 1-(p-fluorobenzyl)piperazine (2.11 g, 10.9 mmol) was added acetonitrile (1 ml) and the mixture was heated under reflux at 80° C. for 2 hours. The reaction product was purified by silica gel column chromatography to give the title compound as a brown oily substance (0.48 g) from the fraction from hexane-ethyl acetate (1/1). Yield=21%.

Workup

  1. temperaturethe mixture was heated
  2. customThe reaction product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-ad3084f663f84b7e8660ee99431bfd1a
Source dataset
uspto-grants-1998_05
Patent number
US05753654

Reaction notes

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