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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907487Generated: October 27, 2026

1-Phenylpiperazine → 1-[(2-Methoxy-6-methylquinoxalin-3-yl)aminocarbonyl]-4-phenylpiperazine

https://huagongshe.com/reaction/1907487

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylpiperazineHCID 7096—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantEthyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamateHCID 66917958—
SolventTetrahydrofuranHCID 8028—
Product1-[(2-Methoxy-6-methylquinoxalin-3-yl)aminocarbonyl]-4-phenylpiperazineHCID 6691808290.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

Ethyl N-(2-methoxy-6-methylquinoxalin-3-yl)carbamate (26 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 34 mg of the titled compound (yield, 90%). 1H NMR (300 MHz, CDCl3): δ 2.42-2.48 (m, 3H), 3.22-3.30 (m, 4H), 3.77 (s, 3H), 4.12 (s, 4H), 6.90-7.12 (m, 4H), 7.25-7.32 (m, 3H), 7.48-7.65 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598173B2
Source datasetuspto-grants-2013_12
ORD IDord-e1dbf1f3cf664130bbb68172ca4e156a
Source noteuspto-grants-2013_12