Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750479Generated: November 1, 2026

Phthalimide → 2-(2-{[5-(Trifluoromethyl)pyridin-2-yl]methyl}cyclopentyl)-2,3-dihydro-1H-isoindole-1,3-dione

https://huagongshe.com/reaction/1750479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant2-{[5-(Trifluoromethyl)pyridin-2-yl]methyl}cyclopentan-1-olHCID 118308093—
SolventTetrahydrofuranHCID 8028—
Product2-(2-{[5-(Trifluoromethyl)pyridin-2-yl]methyl}cyclopentyl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 118308143—

Reaction Steps

DIAD (0.348 mL, 1.791 mmol) was added to a solution of 2,3-dihydro-1H-isoindole-1,3-dione (CAS number 136918-14-4; 0.263 g, 1.791 mmol), triphenylphosphine (0.470 g, 1.791 mmol) and 2-{[5-(trifluoromethyl)pyridin-2-yl]methyl}cyclopentan-1-ol (Diastereomer 2) (0.366 g, 1.492 mmol) in THF (2 ml) under nitrogen. The reaction was stirred at room temperature for 72 hours and then concentrated. The crude product was purified by column chromatography (silica, 0-20% ethyl acetate/petrol) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156829B2
Source datasetuspto-grants-2015_10
ORD IDord-fd7ab422e65942439cb795afd51aa6ae
Source noteuspto-grants-2015_10