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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280758Generated: October 31, 2026

Sodium Chloride → HCID 57929464, compound

https://huagongshe.com/reaction/2280758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantCyclobutylamineHCID 75645—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrileHCID 13114183—
SolventDimethylformamideHCID 6228—
ProductHCID 57929464HCID 5792946471.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirring solution of 4-chloro-2-(methylthio)pyrimidine-5-carbonitrile (2 g, 10.8 mmol) in DMF (10 mL) was added DIEA (4.2 g, 32.4 mmol) and cyclobutanamine (2.3 g, 32.4 mmol) at 0° C. The resulting mixture was stirred at 60° C. for 2 h. The reaction mixture was poured into saturated sodium chloride, and extracted with ethyl acetate three times. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to afford the crude product. The crude product was purified via silica gel column chromatography (10% ethyl acetate in petroleum ether) to get the desired product as a white solid (1.7 g, 7.7 mmol, 71% yield). MS (ESI) m/z=221.2[M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139534B2
Source datasetuspto-grants-2015_09
ORD IDord-e98cb99f4d154c62b8f739daa07ace6c
Source noteuspto-grants-2015_09