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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476578Generated: October 30, 2026

Potassium Carbonate → HCID 67258559, compound

https://huagongshe.com/reaction/1476578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-(Chloromethyl)-3-[(methylthio)methyl]-1,2,4-oxadiazoleHCID 18376840—
Reactanttert-butyl 4-(2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylateHCID 67257815—
SolventDimethylformamideHCID 6228—
ProductHCID 67258559HCID 67258559—

Reaction Conditions

Temperature100 °C

Reaction Steps

According to GP1 tert-butyl 4-(2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate (1 g; compound B50) is reacted with 5-(chloromethyl)-3-[(methylsulfanyl)methyl]-1,2,4-oxadiazole (410 mg; compound D11) in the presence of potassium carbonate (320 mg) in DMF (20 ml). The reaction mixture is stirred at 100° C. for 1 h. Ice cold water is added and the mixture is extracted with DCM 4 times. The combined organic layers are dried (sodium sulfate) and concentrated in vacuo. The residue is purified by flash column chromatography [silica gel, eluation gradient: cyclohexane/EtOAc, 1/0 to 1/1 (v/v)] to afford the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018175B2
Source datasetuspto-grants-2015_04
ORD IDord-3b1953f2ed974acc998a17c935678ac1
Source noteuspto-grants-2015_04