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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476659Generated: October 26, 2026

Potassium Carbonate → Tert-butyl 4-{6-bromo-1-[(3-ethyl-1,2,4-oxadiazol-5-yl)methyl]-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate

https://huagongshe.com/reaction/1476659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-(Chloromethyl)-3-ethyl-1,2,4-oxadiazoleHCID 16227916—
ReactantHCID 67258027HCID 67258027—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 4-{6-bromo-1-[(3-ethyl-1,2,4-oxadiazol-5-yl)methyl]-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylateHCID 67258967—

Reaction Conditions

Temperature100 °C

Reaction Steps

Tert-butyl 4-(6-bromo-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate (5.00 g, compound B53) and potassium carbonate (1.60 g) are suspended in dry DMF (50 ml) and 5-(chloromethyl)-3-ethyl-1,2,4-oxadiazole (1.70 g, compound D7) is added. The reaction mixture is stirred at 100° C. for 2 h and then poured into ice-cold water (250 ml). The resulting precipitate is filtered off and dried in vacuo 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-f2a714bef449416da7d8fe0593b9f64d
Source noteuspto-grants-2015_04