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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437209Generated: October 26, 2026

Ethyl 2,4-dioxo-4-(pyridin-2-yl)butanoate → 5-Hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1437209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2,4-dioxo-4-(pyridin-2-yl)butanoateHCID 12171345—
Reactant5-Hydrazinyl-2-methoxypyridineHCID 22217853—
SolventEthanolHCID 702—
Product5-Hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl esterHCID 23143676—

Reaction Steps

4-(2-Pyridyl)-2,4-dioxobutanoic acid ethyl ester (1.10 g) obtained from Referential Example 31 and 5-hydrazino-2-methoxypyridine (0.692 g) obtained from Referential Example 2 were dissolved in ethanol (22 mL). The resultant mixture was refluxed under heat for 14 hours, followed by cooling in air. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), followed by purification through silica gel column chromatography (toluene-acetone), to thereby give 5-hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester as a solid substance (0.575 g, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622471B2
Source datasetuspto-grants-2009_11
ORD IDord-170b13e042244dee9a638a215342bbcf
Source noteuspto-grants-2009_11