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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667296Generated: October 25, 2026

3,3-Diphenylpyrrolidine → 3-(2-chloro-4-fluorophenyl)-1-[2-(5-fluoro-1,3-dihydro-2H-isoindol-2-yl)-2-oxoethyl]pyrrolidin-2-one

https://huagongshe.com/reaction/1667296

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3-DiphenylpyrrolidineHCID 418242—
Reactant5-Fluoro-2,3-dihydro-1H-isoindoleHCID 14795869—
Reactant2-(3,3-Bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acidHCID 67359111—
Reactant2-(3-(2-Chloro-4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acidHCID 67360408—
Product3-(2-chloro-4-fluorophenyl)-1-[2-(5-fluoro-1,3-dihydro-2H-isoindol-2-yl)-2-oxoethyl]pyrrolidin-2-oneHCID 45274508—

Reaction Steps

The title compound was prepared using the procedure described in Example 172 substituting 2-(3-(2-chloro-4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid from Example 268A for 2-(3,3-bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid and 5-fluoroisoindoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.36 (dd, J=6.0, 8.7, 1H), 7.28-7.17 (m, 1H), 7.17-7.12 (m, 1H), 7.09-6.91 (m, 3H), 4.84 (dd, J=8.5, 17.8, 4H), 4.34 (d, J=8.0, 1H), 4.24-4.07 (m, 2H), 3.77-3.56 (m, 2H), 2.76-2.55 (m, 1H), 2.03 (ddd, J=8.6, 12.8, 16.4, 1H); MS (DCI) m/z 391.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044069B2
Source datasetuspto-grants-2011_10
ORD IDord-54654be3af494704b8308b33d378c7f6
Source noteuspto-grants-2011_10