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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180224Generated: November 2, 2026

2-Bromobenzonitrile → 2'-Fluoro-5'-nitrobiphenyl-2-carbonitrile

https://huagongshe.com/reaction/1180224

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromobenzonitrileHCID 16272—
Reactant2-Fluoro-5-nitrophenylboronic acid, pinacol esterHCID 3833297—
Product2'-Fluoro-5'-nitrobiphenyl-2-carbonitrileHCID 11447861100%

Reaction Steps

A mixture of 2-bromobenzonitrile (34.6 g, 190 mmol) and 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (76.1 g, 285 mmol) were coupled as described in Example 2 to afford 2′-fluoro-5′-nitrobiphenyl-2-carbonitrile as a beige solid (46 g, 100%): δH (360 MHz, CDCl3) 7.37-7.42 (1H, m), 7.53 (1H, d, J 8), 7.59 (1H, td, J 8 and 1), 7.75 (1H, td, J 8 and 1), 7.83 (1H, dd, J 8 and 1), 8.35-8.39 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279580B2
Source datasetuspto-grants-2007_10
ORD IDord-75b776cfbed94de1b048a527e308c3d6
Source noteuspto-grants-2007_10