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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749989Generated: October 30, 2026

Tert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)but-3-ynyl]piperidine-1-carboxylate → HCID 178487153, compound

https://huagongshe.com/reaction/1749989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-[4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)but-3-ynyl]piperidine-1-carboxylateHCID 71278979—
ReactantHCID 178520025HCID 178520025—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 178487153HCID 17848715384.3%

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]piperidine-1-carboxylate (0.0500 g, 0.125 mmol) in methanol (5 mL) was added with 1H-indazole-3-carboxaldehyde (0.0166 g, 0.114 mmol) and piperidine (7 drops), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/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)piperidine-1-carboxylate (0.0507 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-0971bfbf69b5486689fec3397a7192b9
Source noteuspto-grants-2015_10