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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483120Generated: November 2, 2026

Potassium Carbonate → 1-(6-Nitro-pyridin-3-yl)-azetidin-3-ol

https://huagongshe.com/reaction/1483120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2-nitropyridineHCID 817620—
Reactant3-Hydroxyazetidine hydrochlorideHCID 2759290—
ReactantSodium bicarbonate ethyl acetateHCID 86584982—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethyl SulfoxideHCID 679—
Product1-(6-Nitro-pyridin-3-yl)-azetidin-3-olHCID 5929095829.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-bromo-2-nitropyridine (0.54 g, 2.66 mmol), azetidin-3-ol hydrochloride (0.46 g, 4.17 mmol) and tetrabutylammonium iodide (0.103 g, 0.278 mmol) in 6 mL of DMSO is added potassium carbonate (1.06 g, 7.68 mmol). The resulting mixture is heated to 80° C. for 3 h. Poured into ethyl acetate/NaHCO3 solution. Extracted with ethyl acetate (2×250 mL). The organic layer is ished with brine and dried over Na2SO4. Concentrated to give 1-(6-nitro-pyridin-3-yl)-azetidin-3-ol (153 mg, 29%). MS (ESI) m/z 240.1 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416136B2
Source datasetuspto-grants-2016_08
ORD IDord-fe87d685231042b998b3374627580768
Source noteuspto-grants-2016_08