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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628871Generated: October 25, 2026

2-Chloroquinolin-6-ol → 3-(3-fluoro-4-(6-hydroxyquinolin-2-yl)phenyl)-1,2,4-oxadiazol-5(4H)-one

https://huagongshe.com/reaction/628871

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloroquinolin-6-olHCID 22132577—
Reactant4-Cyano-2-Fluorophenylboronic AcidHCID 44755209—
ReactantHCID 136078979HCID 136078979—
Product3-(3-fluoro-4-(6-hydroxyquinolin-2-yl)phenyl)-1,2,4-oxadiazol-5(4H)-oneHCID 136078983—

Reaction Steps

Followed procedure described for Compound 20 in Example 20 starting from 2-chloroquinolin-6-ol (Intermediate 2) and 4-cyano-2-fluorophenylboronic acid. 1H NMR (DMSO-d6, 300 MHz): δ 10.22 (1H, s), 8.27-8.33 (2H, m), 7.97 (1H, d, J=9 Hz), 7.77-7.82 (2H, m), 7.39 (1H, dd, J=3, 9 Hz), 7.21 (1H, d, J=3 Hz) ppm. MS (ESI): m/z 324.0 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315462B2
Source datasetuspto-grants-2016_04
ORD IDord-2787c26358a947d48766b6b4bf067c28
Source noteuspto-grants-2016_04