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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667279Generated: October 25, 2026

3,3-Diphenylpyrrolidine → 3-(4-fluorophenyl)-1-{2-oxo-2-[7-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethyl}pyrrolidin-2-one

https://huagongshe.com/reaction/1667279

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3-DiphenylpyrrolidineHCID 418242—
Reactant7-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinolineHCID 10375551—
Reactant2-(3-(4-Fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acidHCID 67357642—
Reactant2-(3,3-Bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acidHCID 67359111—
Product3-(4-fluorophenyl)-1-{2-oxo-2-[7-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethyl}pyrrolidin-2-oneHCID 45274409—

Reaction Steps

The title compound was prepared using the procedure described in Example 172 substituting 2-(3-(4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid from Example 216A for 2-(3,3-bis(4-fluorophenyl)-2-oxopiperidin-1-yl)acetic acid and 7-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline for 3,3-diphenylpyrrolidine. 1H NMR (300 MHz, CDCl3) δ ppm 7.53-7.33 (m, 2H), 7.31-7.18 (m, 3H), 7.02 (td, J=3.4, 8.7, 2H), 4.74 (d, J=23.8, 2H), 4.31 (t, J=18.2, 1H), 4.20-4.02 (m, 1H), 3.86 (t, J=6.0, 1H), 3.78-3.69 (m, 2H), 3.66-3.53 (m, 2H), 3.04-2.87 (m, 2H), 2.66-2.49 (m, 1H), 2.27-2.09 (m, 1H); MS (DCI) m/z 421.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044069B2
Source datasetuspto-grants-2011_10
ORD IDord-b77e52f5b81b40b49807534129e4c973
Source noteuspto-grants-2011_10