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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709615Generated: October 31, 2026

Phthalimide → 2-((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/709615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant(5-(2-Fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methanolHCID 117760235—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product2-((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)-1H-isoindole-1,3(2H)-dioneHCID 11776026990.5%

Reaction Steps

To a solution of (5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methanol (177 mg) in THF (5.0 mL) was added phthalimide (102 mg), triphenylphosphine (181 mg) and a 40% solution of diethyl azodicarboxylate in toluene (320 μL), and the mixture was stirred at room temperature for 15 hr. Water was added, and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (228 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-b637d5188f3d4999b8554ece85100b58
Source noteuspto-grants-2015_11