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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078397Generated: October 30, 2026

Toluene → HCID 75231051, compound

https://huagongshe.com/reaction/2078397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantHCID 68754618HCID 68754618—
Reactant1-(5-Fluoro-2-methylphenyl)-3-trimethylsilyoxy-2-aza-1,3-butadieneHCID 70178504—
SolventMethanolHCID 887—
ProductHCID 75231051HCID 752310514.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a toluene solution (50 mL) of 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (18 mmol) was added E/Z-6-chloro-3-[5-chloro-2-(1-methoxycarbonyl-1-methyl-ethoxy)-pyridin-3-ylmethylene]-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (3 g, 6 mmol). Then the reaction mixture were heated at 130° C. for 2 h. After the solution was cooled to room temperature, methanol was added, and then the mixture was concentrated. Then a mixture of trifluoroacetic acid (10 mL) and dichloromethane (30 mL) was added. The reaction mixture was stirred at room temperature for 10 min. The solution was concentrated and the residue was purified by Prep-HPLC to give title compound as a white solid (170 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928233B2
Source datasetuspto-grants-2011_04
ORD IDord-426138b7bf014f07b1bc01684fe58d7d
Source noteuspto-grants-2011_04