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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895259Generated: October 30, 2026

8-Chloro-3-(3-fluoro-4-methoxyphenyl)-7-hydroxy-1-naphthonitrile → 8-Chloro-3-(3-fluoro-4-hydroxy-phenyl)-7-hydroxy-naphthalene-1-carbonitrile

https://huagongshe.com/reaction/895259

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Chloro-3-(3-fluoro-4-methoxyphenyl)-7-hydroxy-1-naphthonitrileHCID 11472899—
ReactantPyridinium hydrochlorideHCID 21584435—
Product8-Chloro-3-(3-fluoro-4-hydroxy-phenyl)-7-hydroxy-naphthalene-1-carbonitrileHCID 10215058—

Reaction Steps

The title compound was prepared by reacting 8-chloro-3-(3-fluoro-4-methoxyphenyl)-7-hydroxy-1-naphthonitrile (0.042 g, 0.13 mmol) with pyridinium HCl (1.8 g) according to method D to yield 0.033 g (78%) of a tan solid. This material was further purified by preparative reverse phase HPLC to yield the title compound as a white solid: mp 246-252° C.; 1H NMR (DMSO-d6): δ 7.04-7.10 (1H, m), 7.44 91H, d, J=8.94 Hz), 7.56 (1H, dd, J=1.66 Hz, J=8.37 Hz), 7.76 (1H, dd, J=2.20 Hz, J=12.88 Hz), 7.99 (1H, d, J=9.09 Hz), 8.43 (1H, d, J=1.98 Hz), 8.52 (1H, d, J=1.94 Hz), 10.19 (1H, bs), 11.05 (1H, bs); MS (ESI) m/z312/314 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06914074B2
Source datasetuspto-grants-2005_07
ORD IDord-a958dcd369d64214ab863f851dd82d11
Source noteuspto-grants-2005_07