1-Phenylpiperazine → 1-[(2-Methoxyquinoxalin-3-yl)aminocarbonyl]-4-phenylpiperazine

HRID 1841469Notes

Reaction equation

HRID 1841469 reaction equation
[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14](=[O:22])OC2C=CC=CC=2)=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[C:23]1([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C1CCN2C(=NCCC2)CC1>O1CCCC1>[CH3:1][O:2][C:3]1[C:12]([NH:13][C:14]([N:32]2[CH2:33][CH2:34][N:29]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:30][CH2:31]2)=[O:22])=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 23446261Phenyl N-(2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 234463101-[(2-Methoxyquinoxalin-3-yl)aminocarbonyl]-4-phenylpiperazineYield 76.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyl N-(2-methoxyquinoxalin-3-yl)carbamate (378 mg, 1.28 mmol) and 1-phenylpiperazine (208 mg, 1.28 mmol) were dissolved in anhydrous tetrahydrofuran and thereto DBU (195 mg, 1.28 mmol) was added. The mixture was stirred at room temperature for 2 hours, concentrated under the reduced pressure to remove the solvent, and purified by column chromatography to obtain the titled compound.

Workup

  1. concentrationconcentrated under the reduced pressure
  2. customto remove the solvent
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-e7f5406943b0490c94103ffa25628ee8
Source dataset
uspto-grants-2004_01
Patent number
US06683184B2

Reaction notes

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