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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019536Generated: October 30, 2026

Water → 2-(Azetidin-1-yl)-5-nitropyridine

https://huagongshe.com/reaction/1019536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzetidineHCID 10422—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-nitropyridineHCID 78308—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(Azetidin-1-yl)-5-nitropyridineHCID 66850474—

Reaction Conditions

Temperature20 °C

Reaction Steps

Add, dropwise, 4.7 g (80.76 mmol) of azetidine to a suspension, stirred at 20° C., of 27.9 g (0.201 mole) of potassium carbonate and 11 g (67.3 mmol) of 2-chloro-5-nitropyridine in 100 mL of dimethylformamide. Stir the mixture for 5 minutes at 20° C., then for 6 hours at 70° C. After this time, the suspension is poured into a mixture of 300 mL of water and 300 mL of ethyl acetate. The aqueous phase is separated, then extracted with 200 mL of ethyl acetate. The organic phases are combined, washed three times with 250 mL of water, then dried over sodium sulfate and concentrated at reduced pressure. We thus obtain 11.7 g of the expected product in the form of a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716272B2
Source datasetuspto-grants-2014_05
ORD IDord-7af908daae3043dda429c47b4453b2c1
Source noteuspto-grants-2014_05