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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749724Generated: November 4, 2026

Indole-3-Carboxaldehyde → HCID 86681919, compound

https://huagongshe.com/reaction/1749724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndole-3-CarboxaldehydeHCID 10256—
ReactantHCID 71278709HCID 71278709—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 86681919HCID 8668191984%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of tert-butyl 4-((5-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl)piperazine-1-carboxylate (0.024 g, 0.066 mmol) in methanol (2.0 mL) was added with 1H-indole-3-carboxaldehyde (0.011 g, 0.073 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 50° C. for 2 hours. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (90:10)) to obtain tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-5-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.027 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-300ba12aedee44a4b0905c2f0d98826d
Source noteuspto-grants-2015_10