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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206917Generated: November 1, 2026

Phthalimide → 2-{[6-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-4-(trifluoro-methyl)pyridin-3-yl]methyl}-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2206917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant[6-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-4-(trifluoromethyl)pyridin-3-yl]methanolHCID 87158576—
SolventTetrahydrofuranHCID 8028—
Product2-{[6-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-4-(trifluoro-methyl)pyridin-3-yl]methyl}-1H-isoindole-1,3(2H)-dioneHCID 8716062249.2%

Reaction Steps

[6-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-4-(trifluoromethyl)pyridin-3-yl]methanol (0.98 g), phthalimide (0.30 g, 2.04 mmol) and triphenylphosphine (0.58 g) were dissolved in tetrahydrofuran (50 ml), and to the solution was added diethyl azodicarboxylate (40% toluene solution, 1.0 ml) at room temperature. After stirring the mixture for 3 hours, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain the target compound (0.60 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09375000B2
Source datasetuspto-grants-2016_06
ORD IDord-b56238ba49c04a28915a97c6a16b3ad0
Source noteuspto-grants-2016_06