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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1734195Generated: November 3, 2026

Water → 2-Amino3-cyano-4-methyl-5-[3,5-di(trifluoromethyl)phenyl]pyridine

https://huagongshe.com/reaction/1734195

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3,5-Bis-trifluoromethylphenylboronic acidHCID 156265—
Reactant2-Amino-5-bromo-4-methylnicotinonitrileHCID 11321806—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-Amino3-cyano-4-methyl-5-[3,5-di(trifluoromethyl)phenyl]pyridineHCID 19707197—

Reaction Steps

A stirred solution of 1.7 grams (0.008 mole) of 2-amino-5-bromo-3-cyano-4-methylpyridine, 3.2 grams (0.012 mole) of 3,5-di(trifluoromethyl)-phenylboronic acid (commercially available), 4.3 grams (0.031 mole) of potassium carbonate and 0.3 gram of tetrakis(triphenylphosphine)palladium(0) in 150 mL of toluene is heated at 90° C. for about 20 hours. After this time, the reaction mixture is stirred with 100 mL of water, and the organic layer is separated. The organic layer is concentrated under reduced pressure, yielding 2-amino-3-cyano-4-methyl-5-[3,5-di(trifluoromethyl)-phenyl]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05532370
Source datasetuspto-grants-1996_07
ORD IDord-983faacb63c041548ef1262ef89c2d64
Source noteuspto-grants-1996_07