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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259845Generated: October 26, 2026

Pyridine → Quinoline carboxamide derivative 1

https://huagongshe.com/reaction/1259845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant5-(Furan-2-yl)-1,3,4-oxadiazol-2-amineHCID 202185—
Reactant2-Phenylquinoline-4-carbonyl chlorideHCID 2760409—
SolventMethanolHCID 887—
ProductQuinoline carboxamide derivative 1HCID 425323643.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

2-phenyl-4-quinolinecarbonyl chloride (2.00 g, 7.47 mmol) was added in small portions to a pyridine (40 mL) solution of commercially available 2-amino-5-(2-furyl)-1,3,4-oxadiazole (1.69 g, 11.2 mmol), and the mixture was heated with stirring at 60° C. for 6 hours. To the reaction solution, methanol was added, and the solvent was distilled off. The obtained residue was triturated by the addition of water. The deposited crystal was collected by filtration, washed with methanol and then with ethyl acetate, and then recrystallized from DMF-methanol to obtain the title compound (1.23 g, 3.22 mmol) as a light brown powder (yield: 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466290B2
Source datasetuspto-grants-2013_06
ORD IDord-ee5b437691344d60bdb8eed564e0619d
Source noteuspto-grants-2013_06