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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061813Generated: October 29, 2026

3-(3,5-Difluoro-pyridin-2-yl)-4-fluorophenylboronic acid → 5-[3-(3,5-Difluoropyridin-2-yl)-4-fluorophenyl]-2-trifluoromethyl[1,8]-naphthyridine

https://huagongshe.com/reaction/1061813

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(3,5-Difluoro-pyridin-2-yl)-4-fluorophenylboronic acidHCID 11637419—
Reactant5-chloro-2-(trifluoromethyl)-1,8-NaphthyridineHCID 22285276—
Product5-[3-(3,5-Difluoropyridin-2-yl)-4-fluorophenyl]-2-trifluoromethyl[1,8]-naphthyridineHCID 1020127068%

Reaction Steps

5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 4-fluoro-3-(3,5-difluoropyridin-2-yl)phenylboronic acid (71 mg, 0.28 mmol) as described in Example 7 part g), affording 5-[3-(3,5-difluoropyridin-2-yl)-4-fluorophenyl]-2-trifluoromethyl[1,8]-naphthyridine (59 mg, 68%). δH (360 MHz, CDCl3) 7.36-7.44 (2H, m), 7.55-7.62 (2H, m), 7.75 (1H, dd, J 2.3 and 6.5), 7.85 (1H, d, J 8.8), 8.48 (1H, d, J 2.1), 8.57 (1H, d, J 8.8), 9.28 (1H, d, J 4.2). m/z (ES+) 406 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960598B2
Source datasetuspto-grants-2005_11
ORD IDord-85aafa06812042738f79d6e50c67c293
Source noteuspto-grants-2005_11