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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749907Generated: October 30, 2026

HCID 71278536, compound → HCID 178452356, compound

https://huagongshe.com/reaction/1749907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 71278536HCID 71278536—
ReactantHCID 178520025HCID 178520025—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 178452356HCID 17845235685%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of tert-butyl 4-(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-carbonyl)piperazine-1-carboxylate (0.048 g, 0.13 mmol) in methanol (2.0 mL) was added with 1H-indazole-3-carboxaldehyde (0.025 g, 0.17 mmol). Then, the mixture was added with 7 drops of piperidine, and the mixture was stirred at 50° C. for 4 hours. The solid formed was removed by filtration, the filtrate was concentrated, and then the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (97:3→90:10)) to obtain tert-butyl (Z)-4-{2-[(1H-indazol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-carbonyl}piperazine-1-carboxylate (0.054 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-4a1f4c155e1043a29036c3f61a2a0cc6
Source noteuspto-grants-2015_10