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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061789Generated: October 25, 2026

5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine → 2'-Fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-4-carbonitrile

https://huagongshe.com/reaction/1061789

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-chloro-2-(trifluoromethyl)-1,8-NaphthyridineHCID 22285276—
Reactant5'-(5,5-Dimethyl[1,3,2]dioxaborinan-2-yl)-2'-fluorobiphenyl-4-carbonitrileHCID 22285322—
Product2'-Fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-4-carbonitrileHCID 1027187525%

Reaction Steps

5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 5′-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-2′-fluorobiphenyl-4-carbonitrile (87 mg, 0.28 mmol) as described in Example 7 part g), affording 2′-fluoro-5′-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-4-carbonitrile (21 mg, 25%). δH (360 MHz, CDCl3) 7.41-7.46 (1H, m), 7.52-7.60 (3H, m), 7.71-7.82 (4H, m), 7.85 (1H, d, J 8.4), 8.52 (1H, d, J 8.8), 9.30 (1H, d, J 4.6). m/z (ES+) 394 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960598B2
Source datasetuspto-grants-2005_11
ORD IDord-a434a87b0e734285bab53fedc74b05d7
Source noteuspto-grants-2005_11