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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749984Generated: October 30, 2026

Tert-butyl 4-[3-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)propyl]piperidine-1-carboxylate → HCID 178487146, compound

https://huagongshe.com/reaction/1749984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-[3-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)propyl]piperidine-1-carboxylateHCID 71278927—
ReactantHCID 178520025HCID 178520025—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 178487146HCID 17848714671.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of tert-butyl 4-[3-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)propyl]piperidine-1-carboxylate (0.0330 g, 0.0847 mmol) in methanol (3 mL) was added with 1H-indazole-3-carboxaldehyde (0.0124 g, 0.0847 mmol) and piperidine (5 drops), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was concentrated, and the resulting residue was subjected to silica gel column chromatography (chloroform/methanol). The resulting crude product was further purified by silica gel column chromatography (hexane/ethyl acetate) to obtain tert-butyl (Z)-4-(3-{2-[(1H-indazol-3-yl)methylene]-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}propyl)piperidine-1-carboxylate (0.0313 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-da30d64df5b0489d950b7ed5af6aa4c5
Source noteuspto-grants-2015_10