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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877427Generated: October 31, 2026

2-Chloro-4-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenylethynyl}-benzoic acid → 2-Chloro-4-(2-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenyl}-ethyl)-benzoic acid

https://huagongshe.com/reaction/1877427

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenylethynyl}-benzoic acidHCID 59294542—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Chloro-4-(2-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenyl}-ethyl)-benzoic acidHCID 59294544100.3%

Reaction Steps

To a suspension of 2-chloro-4-{2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-phenylethynyl}-benzoic acid (100 mg, 0.16 mmol, 1.0 equiv; Example 168) in ethanol (1.5 mL) was added palladium on carbon (3.2 mg, 0.003 mmol, 0.02 equiv; 10% Pd/C; [CAS RN 7440-05-3]) and the reaction mixture stirred under an atmosphere of hydrogen (3 bar) at rt over night. Removal of the solvent mixture under reduced pressure, filtration over Celite® and lyophilization from dioxane provided 100 mg (96%) of the title compound as an off-white solid. MS (ISP): 620.3 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309734B2
Source datasetuspto-grants-2012_11
ORD IDord-c8c60f253ea147ed8d8c384482e25099
Source noteuspto-grants-2012_11