Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424229Generated: October 26, 2026

Sodium Carbonate → 4'-Amino-2'-fluoro-5'-nitrobiphenyl-4-carbonitrile

https://huagongshe.com/reaction/1424229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant4-Bromo-5-fluoro-2-nitroanilineHCID 21911928—
CatalystHCID 178454866HCID 178454866—
SolventOxolane--water (1/1)HCID 21881883—
Product4'-Amino-2'-fluoro-5'-nitrobiphenyl-4-carbonitrileHCID 8669913193.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 4-bromo-5-fluoro-2-nitroaniline (0.8 g, 3.8 mmol), 4-cyanophenylboronic acid (0.58 g, 3.87 mmol) and sodium carbonate (1 g, 9.50 mmol) in THF/water (15 mL/2 mL) was degassed with nitrogen for 10 minutes. To the suspension was added dichloro [1,1′ bis(di-tert-butylphosphino)]ferrocene palladium (II) (80 mg, 0.095 mmol) and the reaction was heated to 60° C. for 18 hours. The reaction was filtered through celite and the filtrate diluted with water and EtOAc. The organic layer was collected and concentrated in vacuo to afford the title compound as a yellow solid (0.91 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927587B2
Source datasetuspto-grants-2015_01
ORD IDord-6bab6169b03b4514bb2be06770e1acf8
Source noteuspto-grants-2015_01