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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724646Generated: November 1, 2026

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

https://huagongshe.com/reaction/1724646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-cyano-3-[(4-methyl-3-pyridinyl)amino]-3-(methylsulfanyl)-2-propenoateHCID 68937026—
Reactant2-Cyclopentylethanimidamide hydrochlorideHCID 68938064—
SolventDimethylformamideHCID 6228—
Product2-(Cyclopentylmethyl)-4-[(4-methyl-3-pyridinyl)amino]-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrileHCID 136055909—

Reaction Conditions

Temperature90 °C

Reaction Steps

0.2 g (0.76 mmol) of methyl 2-cyano-3-[(4-methyl-3-pyridinyl)amino]-3-(methylsulfanyl)-2-propenoate are dissolved with 0.13 g (0.85 mmol) of 2-cyclopentylethanamidine hydrochloride and 0.23 g (1.67 mmol) of potassium carbonate in 4 ml of DMF and stirred at 90° C. for 3 days. After cooling, the product is purified by preparative HPLC (YMC Gel ODS-AQ S 5/15 μm; eluent A: water, eluent B: aceto-nitrile; gradient: 0 min 30% B, 5 min 30% B, 50 min 95% B) purified. 60 mg (25% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488733B2
Source datasetuspto-grants-2009_02
ORD IDord-97919b729b01492c9a87a3cc632107ec
Source noteuspto-grants-2009_02