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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724647Generated: November 2, 2026

Potassium Carbonate → 2-(Cyclohexylmethyl)-4-[(4-methyl-3-pyridinyl)amino]-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile

https://huagongshe.com/reaction/1724647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Cyclohexylethanimidamide hydrochlorideHCID 42614710—
ReactantMethyl 2-cyano-3-[(4-methyl-3-pyridinyl)amino]-3-(methylsulfanyl)-2-propenoateHCID 68937026—
SolventDimethylformamideHCID 6228—
Product2-(Cyclohexylmethyl)-4-[(4-methyl-3-pyridinyl)amino]-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrileHCID 135518256—

Reaction Conditions

Temperature90 °C

Reaction Steps

0.4 g (1.51 mmol) of methyl 2-cyano-3-[(4-methyl-3-pyridinyl)amino]-3-(methylsulfanyl)-2-propenoate are dissolved with 0.29 g (1.67 mmol) of 2-cyclohexylethanamidine hydrochloride and 0.46 g (3.3 mmol) of potassium carbonate in 5 ml of DMF and heated at 90° C. for 7 days. After cooling and filtration, the product is purified by preparative HPLC (YMC Gel ODS-AQ S 5/15 μm; eluent A; water, eluent B: acetonitrile, gradient: 0 min 30% B, 5 min 30% B, 50 min 95% B) purified. 433 mg (88% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488733B2
Source datasetuspto-grants-2009_02
ORD IDord-54789654d7a249bfad7cad73d37df11d
Source noteuspto-grants-2009_02