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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78613Generated: October 23, 2026

Potassium Carbonate → Tert butyl-5-(2-bromophenyl)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl(tert-butoxycarbonyl)carbamate

https://huagongshe.com/en/reaction/78613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(2-Bromophenyl)boronic acidHCID 2773294—
ReactantTert-butyl N-[5-bromo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl]-N-tert-butoxycarbonyl-carbamateHCID 59471994—
CatalystPalladium--triphenylphosphane (1/1)HCID 15220664—
SolventDimethylformamideHCID 6228—
ProductTert butyl-5-(2-bromophenyl)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl(tert-butoxycarbonyl)carbamateHCID 59472100—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of (2-bromophenyl)boronic acid (100 mg, 0.4979 mmol), tert-butyl N-[5-bromo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl]-N-tert-butoxycarbonyl-carbamate (258.1 mg, 0.4979 mmol), potassium carbonate (206.5 mg, 1.494 mmol) and triphenylphosphane palladium (13.06 mg, 11.54 μL, 0.04979 mmol) in DMF (3 mL) was heated at 50° C. for 1 h. The reaction mixture was cooled to room temperature and filtered through a Celite,™ pad. The pad was washed with ethyl acetate (1×10 mL) and the combined filtrates were washed with water (2×10 mL) and brine (1×10 mL), dried over MgSO4 and concentrated to leave the product as a solid which was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841308B2
Source datasetuspto-grants-2014_09
ORD IDord-5aa3b9cc5e2c47e9accd4c77576184eb
Source noteuspto-grants-2014_09