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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386950Generated: October 31, 2026

Pyridine → 2-(4-methoxyphenyl)-3-methyl-1(2H)-isoquinolinone

https://huagongshe.com/reaction/2386950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantP-AnisidineHCID 7732—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-(2-oxopropyl)benzoic AcidHCID 11073965—
SolventChloroformHCID 6212—
Product2-(4-methoxyphenyl)-3-methyl-1(2H)-isoquinolinoneHCID 2315117944.4%

Reaction Steps

2-(2-oxopropyl)benzoic acid (100 mg, 0.56 mmol), 4-methoxyaniline (76 mg, 0.56 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.84 mmol) and pyridine (0.5 mL) were dissolved in chloroform (5 mL) and stirred at room temperature overnight. Chloroform was added, the organic phase was washed by aqueous citric acid solution, sodium hydrogen carbonate aqueous solution and saturated brine in that order, and dried with anhydrous sodium sulfate. The product was purified by silica gel column chromatography (hexane/ethyl acetate=10/0-3/7) to obtain the target compound (66 mg, 44%) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268842B2
Source datasetuspto-grants-2012_09
ORD IDord-a1d1328edbfd407e870bcefe12265a31
Source noteuspto-grants-2012_09