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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749952Generated: October 30, 2026

Tert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)but-3-ynyl]piperazine-1-carboxylate → HCID 178487166, compound

https://huagongshe.com/reaction/1749952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)but-3-ynyl]piperazine-1-carboxylateHCID 71278868—
ReactantHCID 178520025HCID 178520025—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 178487166HCID 17848716666.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of tert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)but-3-ynyl]piperazine-1-carboxylate (0.0394 g, 0.0983 mmol) in methanol (3 mL) was added with 1H-indazole-3-carboxaldehyde (0.0131 g, 0.0894 mmol) and piperidine (5 drops), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was concentrated, and then the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain tert-butyl (Z)-4-(4-{2-[(1H-indazol-3-yl)methylene]-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}but-3-ynyl)piperazine-1-carboxylate (0.0315 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-2766dab925034a49be4e40dd579aefdf
Source noteuspto-grants-2015_10