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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409728Generated: October 27, 2026

Sodium Bicarbonate → 8-(2,6-Difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(3-oxo-piperazin-1-ylmethyl)-pyridin-2-yl]-amide

https://huagongshe.com/reaction/2409728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantTrimethylaluminumHCID 16682925—
Reactant4-[(6-Aminopyridin-3-yl)methyl]piperazin-2-oneHCID 62183381—
Reactant8-(2,6-Difluoro-3,5-dimethoxyphenyl)quinoxaline-5-carboxylic acid ethyl esterHCID 86641145—
SolventDichloromethaneHCID 6344—
SolventDichloromethane methanolHCID 21226129—
Product8-(2,6-Difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(3-oxo-piperazin-1-ylmethyl)-pyridin-2-yl]-amideHCID 44513202—

Reaction Conditions

Temperature80 °C

Reaction Steps

The title compound was prepared in analogy to the procedure described in Example 115 but using 8-(2,6-difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester (Step 124.1), 4-(6-amino-pyridin-3-ylmethyl)-piperazin-2-one (Step 103.1), 1.5 equiv of trimethyl aluminum, stirring the reaction mixture for 7 h at 80° C. and pouring it onto a saturated aqueous solution of NaHCO3 and DCM. The title compound: ESI-MS: 535.1 [M+H]+; tR=3.50 min (System 1); TLC: Rf=0.16 (DCM/MeOH/NH3aq, 94:5:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815901B2
Source datasetuspto-grants-2014_08
ORD IDord-f104e14c9cdf4b3688e671e95dfdf9c9
Source noteuspto-grants-2014_08