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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626457Generated: October 25, 2026

Ethyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylate → Ethyl 6-oxo-2-(((tetrahydrofuran-2-yl)methyl)amino)-1,6-dihydropyrimidine-5-carboxylate

https://huagongshe.com/reaction/626457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylateHCID 239049—
ReactantTetrahydrofurfurylamineHCID 253298—
SolventMethanolHCID 887—
ProductEthyl 6-oxo-2-(((tetrahydrofuran-2-yl)methyl)amino)-1,6-dihydropyrimidine-5-carboxylateHCID 1722920947%

Reaction Steps

(tetrahydrofuran-2-yl)methanamine (142 mg, 1.40 mmol) was added into ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrmidine-5-carboxylate (300 mg, 1.40 mmol) in methanol and refluxed overnight. After half of the starting material was consumed, the reaction mixture was reheated again overnight. Then the reaction mixture was cooled and the precipitate filtered. 1H-NMR confirmed the product as ethyl 6-oxo-2-(((tetrahydrofuran-2-yl)methyl)amino)-1,6-dihydropyrimidine-5-carboxylate (HGN-0017) (176 mg, 47% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309232B2
Source datasetuspto-grants-2016_04
ORD IDord-48636987876e47b1832aee1079518157
Source noteuspto-grants-2016_04