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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783506Generated: November 1, 2026

Triethylamine → HCID 53735900, compound

https://huagongshe.com/reaction/1783506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantExo-2-bornanamineHCID 98480—
Reactant4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrileHCID 13114183—
SolventDichloromethaneHCID 6344—
ProductHCID 53735900HCID 5373590064%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 0° C. solution of 10.0 g (53.9 mmol) of 4-chloro-2-(methylthio)-5-pyrimidinecarbonitrile in 100 mL of dichloromethane is added 9.0 mL (64.6 mmol) of triethylamine followed by dropwise addition of 7.0 mL (59.3 mmol) of exo-2-aminonorbornane. The reaction mixture is stirred at 0° C. for 2 hours. The resulting precipitate of triethylamine hydrochloride is filtered. The filtrate is washed three times with saturated aqueous solution of sodium bicarbonate. The aqueous phase is back extracted twice with dichloromethane. The combined organic phase is concentrated, and the residue is purified by filtering through a short column of silica gel eluted with dichloromethane to give 8.9 g (64%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501425B1
Source datasetuspto-grants-2009_03
ORD IDord-dea467a11b1a407496123b0c2715f76e
Source noteuspto-grants-2009_03