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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2077086Generated: October 30, 2026

Dimethyl Sulfoxide → 2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-(pyridin-3-yl)nicotinonitrile dihydrochloride

https://huagongshe.com/reaction/2077086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium BicarbonateHCID 516892—
Reactant2-chloro-6-(5-methyl-1H-pyrazol-3-ylamino)-4-(pyridin-3-yl)nicotinonitrileHCID 11983548—
Reactant1-(2-Aminoethoxy)-3-fluorobenzene hydrochlorideHCID 22061353—
SolventWaterHCID 962—
Product2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-(pyridin-3-yl)nicotinonitrile dihydrochlorideHCID 670973556.7%

Reaction Conditions

Temperature130 °C

Reaction Steps

Compound D (202 mg, 650 μmol), 2-(3-fluorophenoxy)ethylamine hydrochloride (357 mg) and sodium hydrogencarbonate (540 mg) were added to DMSO (3 ml), and the mixture was stirred at 130° C. for 24 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 purified by silica gel chromatography (90 mg). This was converted to hydrochloride to give the object compound of 2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-(pyridin-3-yl)nicotinonitrile dihydrochloride (22 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928126B2
Source datasetuspto-grants-2011_04
ORD IDord-c0abc3d2491041eda052761016c15023
Source noteuspto-grants-2011_04