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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865032Generated: October 25, 2026

Water → N-[7-(2-Methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(2-pyridyl)amine

https://huagongshe.com/reaction/1865032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-BromopyridineHCID 7973—
Reactant7-(2-Methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridine-3-amineHCID 21984486—
ReactantSodium t-butoxideHCID 23676156—
SolventTolueneHCID 1140—
ProductN-[7-(2-Methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(2-pyridyl)amineHCID 21984615—

Reaction Conditions

Temperature120 °C

Reaction Steps

After dissolving [7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amine (40 mg) in toluene (1 mL), 2-bromopyridine (0.013 mL), sodium t-butoxide (25 mg) and dichlorobis(tri-o-tolylphosphine)palladium complex (3 mg) were added and the mixture was heated and stirred at 120° C. for 5 hours. The mixture was cooled to room temperature, water was added, and extraction was performed with ethyl acetate. The organic layer washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography, and the title compound (12 mg) was obtained from the ethyl acetate:n-hexane (1:2) fraction as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625925B2
Source datasetuspto-grants-2009_12
ORD IDord-1516e2e8483c4186ad7468c6d83d6771
Source noteuspto-grants-2009_12