HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43180Generated: October 26, 2026
Sodium Bicarbonate → 8-(2-Chloro-6-fluoro-3,5-dimethoxyphenyl)-N-(5-((4-ethylpiperazin-1-yl)methyl)pyridin-2-yl)quinoxaline-5-carboxamide
https://huagongshe.com/reaction/43180
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | 5-[(4-Ethyl-1-piperazinyl)methyl]-2-pyridinamine | HCID 45489910 | — |
| Reactant | 8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester | HCID 86641146 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 8-(2-Chloro-6-fluoro-3,5-dimethoxyphenyl)-N-(5-((4-ethylpiperazin-1-yl)methyl)pyridin-2-yl)quinoxaline-5-carboxamide | HCID 44513533 | — |
Reaction Steps
The title compound was prepared in analogy to the procedure described in Example 115 but using 8-(2-chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester (Step 144.1), 5-(4-ethyl-piperazin-1-ylmethyl)-pyridin-2-ylamine (Example 26.1; purified by silica gel column chromatography), 2 equiv of trimethyl aluminum, stirring the reaction mixture for 7 h at 80° C., pouring it onto a saturated aqueous solution of NaHCO3 and DCM. Title compound: ESI-MS: 564.8 [M+H]+; tR=3.57 min (System 1); TLC: Rf=0.25 (DCM/MeOH/NH3aq, 94:5:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08536175B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-37e636e89f39436da97abafda814a760 |
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| Source note | uspto-grants-2013_09 |
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