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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431939Generated: October 29, 2026

Sodium Carbonate → 3-(Pyridin-2-yl)-5-[5-(5-pyrimidyl)-pyrid-3-yl]-1,2,4-oxadiazole

https://huagongshe.com/reaction/431939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant3-(Pyridin-2-yl)-5-(5-bromopyrid-3-yl)-1,2,4-oxadiazoleHCID 11426638—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(Pyridin-2-yl)-5-[5-(5-pyrimidyl)-pyrid-3-yl]-1,2,4-oxadiazoleHCID 99661537.6%

Reaction Steps

In a similar fashion, 3-(2-pyridyl)-5-(5-bromo-pyrid-3-yl)-1,2,4-oxadiazole (42 mg, 0.1385 mmole), 5-pyrimidylboronic acid (26.6 mg,0.208 mmole) and Pd(PPh3)4 (23.99 mg, 0.021 mmole) in a solution of 2M sodium carbonate (1.5 mL) and ethylene glycol dimethyl ether (1.5 mL) was heated overnight at 105° C. Standard workup afforded 3.2 mg (8%) of 3-(2-pyridyl)-5-[5-(5-pyrimidyl)-pyrid-3-yl ]-1,2,4-oxadiazole (3.2 mg, 7.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660753B2
Source datasetuspto-grants-2003_12
ORD IDord-0c28e47234a84fc4bf2a482aeed2dc88
Source noteuspto-grants-2003_12