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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2077080Generated: October 31, 2026

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

https://huagongshe.com/reaction/2077080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium BicarbonateHCID 516892—
Reactant2-chloro-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrileHCID 11983545—
Reactant1-(2-Aminoethoxy)-3-fluorobenzene hydrochlorideHCID 22061353—
SolventWaterHCID 962—
Product2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile hydrochlorideHCID 6709822112.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

Compound A (1.53 g, 6.25 mmol), 2-(3-fluorophenoxy)ethylamine hydrochloride (1.79 g) and sodium hydrogencarbonate (5.25 g) were added to DMSO (30 ml), and the mixture was stirred at 100° C. for 27 hr. After stirring, the reaction mixture was added dropwise 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. This was converted to hydrochloride to give the object compound of 2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile hydrochloride (308 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928126B2
Source datasetuspto-grants-2011_04
ORD IDord-bcd847977d564edfb351ef2aed408636
Source noteuspto-grants-2011_04