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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43185Generated: October 26, 2026

Sodium Bicarbonate → 8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid (5-imidazol-1-ylmethyl-pyridin-2-yl)-amide

https://huagongshe.com/reaction/43185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantTrimethylaluminumHCID 16682925—
Reactant5-[(1H-imidazol-1-yl)methyl]pyridin-2-amineHCID 62207625—
Reactant8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl esterHCID 86641146—
SolventDichloromethaneHCID 6344—
SolventDichloromethane methanolHCID 21226129—
Product8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid (5-imidazol-1-ylmethyl-pyridin-2-yl)-amideHCID 44513534—

Reaction Conditions

Temperature80 °C

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-imidazol-1-ylmethyl-pyridin-2-ylamine (Step 120.1), 2 equiv of trimethyl aluminum, stirring the reaction mixture for 3 h at 80° C. and pouring it onto a saturated aqueous solution of NaHCO3 and DCM. The title compound: ESI-MS: 519.0 [M+H]+; tR=3.86 min (System 1); TLC: Rf=0.40 (DCM/MeOH, 9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536175B2
Source datasetuspto-grants-2013_09
ORD IDord-d02c38447a424ef9bcc7df29a9b19e30
Source noteuspto-grants-2013_09