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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396418Generated: October 30, 2026

Toluene → HCID 15452561, compound

https://huagongshe.com/reaction/396418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
ReactantHCID 18171853HCID 18171853—
CatalystTris(dibenzylideneacetone) dipalladiumHCID 9832798—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 15452561HCID 15452561—

Reaction Conditions

Temperature20 °C

Reaction Steps

A mixture of 1-(2,6-dichloro-4-bromophenyl)-3-cyano-5-aminopyrazole (45 g, prepared according to procedures reported in U.S. Pat. No. 5,232,940), 4-trifluoromethylphenylboronic acid (45 g), 2 M of Na2CO3 (75 mL), tris-(dibenzylideneacetone) dipalladium (6.4 g), toluene and ethanol was heated at 130° C. for 25 hours. After cooling to 20° C., the mixture was poured into water and extracted with diethyl ether. The ether solutions were combined, dried, filtered and the filtrate concentrated and purified via chromatography. The desired product as a solid (30.6 g, mp 195-199° C.) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608093B2
Source datasetuspto-grants-2003_08
ORD IDord-a785019164e24a7db509b6bdc7436643
Source noteuspto-grants-2003_08