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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431910Generated: October 30, 2026

Dimethylformamide → 3-(2-Pyridyl)-5-(5-methylpyrid-3-yl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/431910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant5-Methylnicotinic acidHCID 256208—
Reactant5-Methylnicotinoyl chlorideHCID 14538055—
SolventDichloromethaneHCID 6344—
Product3-(2-Pyridyl)-5-(5-methylpyrid-3-yl)-1,2,4-oxadiazoleHCID 996473347%

Reaction Steps

In a similar fashion, 5-methylnicotinoyl chloride was prepared from 5-methyinicotinic acid (548 mg, 4 mmoles). Treatment of the acid chloride with pyrid-2-ylamidoxime (822 mg, 6 mmol) and triethylamine (1.2g, 12 mmol) in dichloromethane (6 mL), followed by heating in dimethylformamide (6 mL) at 120° C. for 2.5 hours, afforded 448 mg (47%) of 3-(2-pyridyl)-5-(5-methyl-pyrid-3-yl)-1,2,4-oxadiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660753B2
Source datasetuspto-grants-2003_12
ORD IDord-f24a1647d41142cd9269a56d2a4f9879
Source noteuspto-grants-2003_12