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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875971Generated: October 25, 2026

Triethylamine → Methyl 2-(cyclopentyl(5-formyl-2-(methylthio)pyrimidin-4-yl)amino)acetate

https://huagongshe.com/reaction/875971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 2-(cyclopentylamino)acetateHCID 22080509—
Reactant4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbaldehydeHCID 59419386—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(cyclopentyl(5-formyl-2-(methylthio)pyrimidin-4-yl)amino)acetateHCID 5829971987%

Reaction Steps

Triethylamine (10.9 mL, 78.2 mmol) was added to a solution of compound 224 (12.3 g, 65.2 mmol) and compound 225 (12.8 g, 81.5 mmol) in THF (200 mL). The reaction was stirred at room temperature. After 6 h, the reaction contents were poured into saturated sodium bicarbonate and extracted with ethyl acetate. The combined organics were dried over MgSO4 and concentrated in vacuo. The crude material was crystallized from ethyl acetate and hexanes to afford methyl 2-(cyclopentyl(5-formyl-2-(methylthio)pyrimidin-4-yl)amino)acetate (226) (17.55 g, 87.0% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980903B2
Source datasetuspto-grants-2015_03
ORD IDord-9621080f961948b0bc12b0f9d513aa57
Source noteuspto-grants-2015_03