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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952218Generated: November 2, 2026

Azetidine → HCID 68682086, compound

https://huagongshe.com/reaction/1952218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-2-nitropyridineHCID 817620—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
ProductHCID 68682086HCID 6868208662.3%

Reaction Conditions

Temperature105 °C

Reaction Steps

1 g of 5-bromo-2-nitropyridine, 3.5 g of cesium carbonate, 825 mg of bis(diphenylphosphino)ferrocene, 110 mg of palladium acetate and 15 ml of toluene are charged to a microwave tube and then 424 mg of azetidine are added. The tube is stirred and heated in a bath at 105° C., and then left at ambient temperature for 16 h. The reaction mixture is filtered and the solid is rinsed with dichloromethane. The combined filtrates are concentrated to dryness under reduced pressure and the residue is chromatographed on a silica cartridge, elution being carried out with dichloromethane. The fractions comprising the expected product are combined and concentrated to dryness under reduced pressure to give 550 mg of 5-(azetidin-1-yl)-2-nitropyridine in the form of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404848B2
Source datasetuspto-grants-2013_03
ORD IDord-0ac82b7cae884cc684dcfc8247a8ee11
Source noteuspto-grants-2013_03