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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2077082Generated: October 27, 2026

Dimethyl Sulfoxide → 2-(2-(pyridin-4-yloxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile

https://huagongshe.com/reaction/2077082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium BicarbonateHCID 516892—
Reactant2-chloro-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrileHCID 11983545—
Reactant2-(Pyridin-4-yloxy)ethanamineHCID 12136631—
SolventWaterHCID 962—
Product2-(2-(pyridin-4-yloxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrileHCID 67098421—

Reaction Conditions

Temperature100 °C

Reaction Steps

Compound A (400 mg, 1.63 mmol), 2-(pyridin-4-yloxy)ethylamine (540 μl) and sodium hydrogencarbonate (1.32 g) were added to DMSO (12 ml), and the mixture was stirred at 100° C. for 27 hr. After stirring, the reaction mixture was added to cold water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and concentrated, and the residue was washed by suspending in ethyl acetate to give the object compound of 2-(2-(pyridin-4-yloxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile (23 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928126B2
Source datasetuspto-grants-2011_04
ORD IDord-70829832bf0c47b8824807b48a37dfec
Source noteuspto-grants-2011_04