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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859503Generated: October 25, 2026

Sodium hydride → 2-(6,7-Dimethoxy-quinoxalin-2-yl)-2-aza-bicyclo[2.2.2]octan-3-one

https://huagongshe.com/reaction/1859503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Azabicyclo(2.2.2)octan-3-oneHCID 137887—
Reactant2-Chloro-6,7-dimethoxyquinoxalineHCID 22573137—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
Product2-(6,7-Dimethoxy-quinoxalin-2-yl)-2-aza-bicyclo[2.2.2]octan-3-oneHCID 2257316134.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Azabicyclo[2.2.2]octan-3-one (228 mg, 2.3 mmole) is dissolved in a mixture of THF/DMF (5 mL/3 mL) and treated with NaH (60%, 184 mg, 4.6 mmole). The resulting mixture is heated at 60° C. for 0.5 hour before addition of 2-chloro-6,7-dimethoxyquinoxaline (344 mg, 1.5 mmole). After being heated at 80° C. overnight, the reaction mixture is concentrated . The residue is chromatographed on silica gel (50% ethyl acetate/hexane) to give 164 mg (23%) of a yellow solid (m.p. 158-159° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528526B1
Source datasetuspto-grants-2003_03
ORD IDord-6f15a6f2d2d146dab78d904a4fc466f8
Source noteuspto-grants-2003_03