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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181391Generated: November 2, 2026

Ethanol → HCID 69522758, compound

https://huagongshe.com/reaction/1181391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant6-ChloronicotinamideHCID 80456—
Reactant4-Fluorophenylboronic acidHCID 285645—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 69522758HCID 6952275890.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-chloronicotinamide (5.00 g, 31.95 mmol), 4-fluorobenzene boronic acid (4.92 g, 35.14 mmol), and Pd(PPh3)4(1.10 g, 0.96 mmol) in a mixture of toluene (80 ml), ethanol (12 ml) and 2M sodium carbonate (36.74 ml, 73.48 mmol) was degassed (N2) and heated at 100° C. for 18 hours. The reaction mixture was cooled to room temperature and then filtered. The collected solid was washed with water and dried. The dried solid was taken up in methanol (100 ml) and heated to reflux for 20 minutes. The mixture was then cooled to room temperature, filtered and the solid dried to give the title compound (6.25 g, 90%) as a pale grey solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285563B2
Source datasetuspto-grants-2007_10
ORD IDord-0cd6d0a5e9a84e06bfb5f31281665564
Source noteuspto-grants-2007_10