Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749862Generated: October 30, 2026

Toluene → HCID 178437259, compound

https://huagongshe.com/reaction/1749862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantHCID 71278653HCID 71278653—
ReactantHCID 178520025HCID 178520025—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 178437259HCID 17843725956.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of tert-butyl 4-[1-(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)ethyl]piperazine-1-carboxylate (0.11 g, 0.30 mmol) in methanol (5.0 mL) was added with 1H-indazole-3-carboxaldehyde (0.040 g, 0.27 mmol). Then, the mixture was added with 7 drops of piperidine, and the mixture was stirred at 50° C. for 1 hour. The reaction mixture was added with toluene, then the solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (95:5)) to obtain tert-butyl (Z)-4-{1-[2-(1H-indazol-3-yl)methylene-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl]ethyl}piperazine-1-carboxylate (0.075 g, 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-2264cb1e967e4fa7b4f0d357b53a171e
Source noteuspto-grants-2015_10