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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749836Generated: November 1, 2026

Indole-3-Carboxaldehyde → tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1749836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndole-3-CarboxaldehydeHCID 10256—
ReactantTert-butyl 4-[(3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylateHCID 60155978—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
Producttert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylateHCID 6015587788%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of tert-butyl 4-[(3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.0251 g, 0.0755 mmol) in methanol (2 mL) was added with 1H-indole-3-carboxaldehyde (0.0115 g, 0.0793 mmol) and piperidine (5 drops), and the mixture was stirred at 50° C. for 2 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.0305 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-6382d87cff244c66906781d2e097bdc1
Source noteuspto-grants-2015_10