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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604422Generated: October 26, 2026

Ethyl 4-(furan-2-yl)-2,4-dioxobutanoate → 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-furan-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/604422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-(furan-2-yl)-2,4-dioxobutanoateHCID 3006753—
ReactantHCID 23033477HCID 23033477—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-furan-2-yl-1H-pyrazole-3-carboxylic acid ethyl esterHCID 60207955—

Reaction Steps

A solution of 550 mg 4-Furan-2-yl-2,4-dioxo-butyric acid ethyl ester and 601 mg [5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-hydrazine in 10 ml acetic acid was heated to 80° C. for 2 h. Then the reaction mixture was diluted with 20 ml water and extracted with ethyl acetate (3×100 ml). The combined organic layers were dried over MgSO4. The solvents were removed under reduced pressure and the residue was purified by silica gel chromatography eluting with a n-heptane:ethyl acetate gradient 100%->50%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910606B2
Source datasetuspto-grants-2011_03
ORD IDord-316650b614c94ec892d59bf3b969580e
Source noteuspto-grants-2011_03