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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656519Generated: October 30, 2026

Trifluoroacetic acid → 4-(5-(((4-Phenylpiperidin-4-yl)methoxy)methyl)pyridine-3yl)benzonitrile

https://huagongshe.com/reaction/656519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant3-Bromo-5-(((4-phenylpiperidin-4-yl)methoxy)methyl)pyridineHCID 24800925—
Product4-(5-(((4-Phenylpiperidin-4-yl)methoxy)methyl)pyridine-3yl)benzonitrileHCID 2480092664%

Reaction Steps

This compound was prepared according to the experimental condition of Example 1 method A from 3-bromo-5-(((4-phenylpiperidin-4-yl)methoxy)methyl)pyridine (75 mg, 0.16 mmoL), and 4-cyanobenzene boronic acid (90 mg, 0.64 mmol) to afford 50.0 mg (64%) of the desired compound as its TFA salt. 1H-NMR (CD3OD, 400 MHz) δ 8.99 (s, 1H), 8.52 (s, 1H), 8.25 (s, 1H), 7.92 (d, 2H, J=7.2 Hz), 7.83 (d, 2H, J=7.2 Hz), 7.21-7.46 (m, 5H), 4.64 (s, 2H), 3.58 (s, 2H), 3.32-3.60 (m, 2H), 2.89-2.96 (m, 2H), 2.51-2.56 (m, 2H), 2.21-2.22 (m, 2H). Mass spec.: 384.14 (MH)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071778B2
Source datasetuspto-grants-2011_12
ORD IDord-88b94d276d47423dba8eca1ab6eb6777
Source noteuspto-grants-2011_12