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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086854Generated: November 2, 2026

Triethylamine → 4-[3-(2-Naphthoylamino)phenyl]-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine

https://huagongshe.com/reaction/2086854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Naphthoyl chlorideHCID 75246—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(3-Aminophenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazineHCID 22724026—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product4-[3-(2-Naphthoylamino)phenyl]-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazineHCID 2272423239.7%

Reaction Steps

To a mixture of 4-(3-aminophenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (480 mg) and triethylamine (0.23 ml) in dichloromethane (7 ml) was added 2-naphthoyl chloride (291 mg). The mixture was stirred at room temperature for 20 minutes, then poured into a mixture of ethyl acetate and aqueous sodium bicarbonate. The organic phase was separated, washed with aqueous sodium bicarbonate and brine, dried over magnesium sulfate and concentrated. The residue was crystallized from ethanol to give 4-[3-(2-naphthoylamino)phenyl]-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (280 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06727245B2
Source datasetuspto-grants-2004_04
ORD IDord-03f6dcff6862460f96136d04e41316d8
Source noteuspto-grants-2004_04