HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43110Generated: October 30, 2026
HCID 178418546, compound → HCID 178493439, compound
https://huagongshe.com/reaction/43110
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Reactant | HCID 178493437 | HCID 178493437 | — |
| Reactant | HCID 178493438 | HCID 178493438 | — |
| Solvent | Ethylenediamine | HCID 3301 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178493439 | HCID 178493439 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08536175B2 |
|---|
| Source dataset | uspto-grants-2013_09 |
|---|
| ORD ID | ord-e94de5ab86d24720a730dd42f7d54c7e |
|---|
| Source note | uspto-grants-2013_09 |
|---|