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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43110Generated: October 30, 2026

HCID 178418546, compound → HCID 178493439, compound

https://huagongshe.com/reaction/43110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178418546HCID 178418546—
ReactantHCID 178493437HCID 178493437—
ReactantHCID 178493438HCID 178493438—
SolventEthylenediamineHCID 3301—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178493439HCID 178493439—

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 5-bromo-8-(3,5-dimethoxy-phenyl)-quinoxalin-2-ol and 8-bromo-5-(3,5-dimethoxy-phenyl)-quinoxalin-2-ol (Step 85.6) (609 mg, 1.7 mmol) (Step 1.4) and CuCN (183 mg, 2.0 mmol, 1.2 equiv) in NMP (5 mL) was stirred at 180° C. for 2 h. The reaction mixture was allowed to cool to rt, diluted with EtOAc/10% aqueous solution of ethylenediamine (25 mL) and extracted with EtOAc. The aqueous phase was acidified to pH 5 and extracted with EtOAc. The combined organic extracts were washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (Hex/EtOAc, 7:3) to afford 103 mg of the title compound as a yellow solid: ES-MS: 308.1 [M+H]+; tR=4.05 min (System 1); Rf=0.35 (Hex/EtOAc, 7:3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536175B2
Source datasetuspto-grants-2013_09
ORD IDord-e94de5ab86d24720a730dd42f7d54c7e
Source noteuspto-grants-2013_09