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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216805Generated: October 25, 2026

Dimethylformamide → 3-(Pyridin-2-yl)-5-(5-chloro-pyrid-3-yl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/2216805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant5-Chloronicotinic acidHCID 247986—
Reactant5-Chloronicotinoyl chlorideHCID 21942649—
SolventDichloromethaneHCID 6344—
Product3-(Pyridin-2-yl)-5-(5-chloro-pyrid-3-yl)-1,2,4-oxadiazoleHCID 9856474—

Reaction Steps

In a similar fashion, 5-chloronicotinoyl chloride was prepared from 5-chloronicotinic acid (157 mg, 1 mmol). Treatment of the acid chloride with pyrid-2-ylamidoxime (137 mg, 1 mmol) and triethylamine (404 mg, 4 mmol) in dichloromethane (2 mL), followed by heating in dimethylformamide (2 mL) at 0.120° C. for 3 hours afforded 149 mg (58%) of 3-(2-pyridyl)-5-(5-chloro-pyrid-3-yl)-1,2,4-oxadiazole (149 mg, 57.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112595B2
Source datasetuspto-grants-2006_09
ORD IDord-d335b8cba7b54f88ab2645b0d3241b85
Source noteuspto-grants-2006_09