Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878120Generated: October 26, 2026

1-Phenylpiperazine → 1-[(6-Chloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-phenylpiperazine

https://huagongshe.com/reaction/1878120

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylpiperazineHCID 7096—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantEthyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamateHCID 66918182—
SolventTetrahydrofuranHCID 8028—
Product1-[(6-Chloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-phenylpiperazineHCID 6691808391%

Reaction Conditions

Temperature70 °C

Reaction Steps

Ethyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamate (27 mg, 0.10 mmol) and 1-phenylpiperazine (24 mg, 0.15 mmol) were dissolved in tetrahydrofuran (2 ml) at room temperature and thereto DBU (23 mg, 0.15 mmol) was added. The resulting mixture was stirred at 70° C. for 7 hours and concentrated under the reduced pressure to remove the solvent, and purified by SiO2 column chromatography. Extraction of the residue with a n-hexane:ethyl acetate (2:1) mixture and concentration gave 36 mg of the titled compound (yield, 91%). 1H NMR (300 MHz, CDCl3): δ 3.22-3.30 (m, 4H), 3.75-3.78 (m, 3H), 4.08-4.13 (m, 4H), 6.89-6.96 (m, 3H), 7.19-7.44 (m, 5H), 7.64-7.80 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314100B2
Source datasetuspto-grants-2012_11
ORD IDord-7225a63eba6f4e77bb50c33b260d3a80
Source noteuspto-grants-2012_11