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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896001Generated: October 27, 2026

2-Bromobenzonitrile → 2-{4-[3-(3,5-Difluorophenyl)prop-2-yn-1-yl]piperidin-1-yl}benzonitrile

https://huagongshe.com/reaction/1896001

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromobenzonitrileHCID 16272—
Reactant2-Methyl-6-[3-(1-phenylpiperidin-4-ylidene)prop-1-ynyl]pyridineHCID 25183826—
Reactant4-[3-(3,5-Difluorophenyl)prop-2-ynyl]piperidineHCID 68979491—
Product2-{4-[3-(3,5-Difluorophenyl)prop-2-yn-1-yl]piperidin-1-yl}benzonitrileHCID 68723767—

Reaction Steps

The title compound was prepared following the procedure described for the compound of Example 42, but using Compound 248a instead of the Compound of Example 3 and 2-bromobenzonitrile instead of bromobenzene. The crude was purified by preparative RP LC-MS chromatography, using MS-C18 XTerra column 30×50 mm eluting with ammonium bicarbonate 20 mM pH 8 buffer-acetonitrile gradient, affording the title product as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-cd286be701e8456f9a839329b4d9077e
Source noteuspto-grants-2013_08