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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494745Generated: October 29, 2026

Potassium Carbonate → HCID 85865444, compound

https://huagongshe.com/reaction/494745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-PyrrolidinepropanamineHCID 31670—
Reactant3-Bromo-4-nitropyridine N-oxideHCID 548521—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
ProductHCID 85865444HCID 85865444—

Reaction Conditions

Temperature90 °C

Reaction Steps

1.300 g (5.940 mmol) 3-bromo-4-nitro-pyridine-1-oxide and 0.980 g (7.430 mmol) 3-pyrrolidin-1-yl-propylamine was added to a suspension of 0.820 g (5.940 mmol) potassium carbonate in 20 mL DMF and the mixture was stirred for 3 hours at 90° C. The solvent was evaporated i. vac. and the residue purified by column chromatography (Alox (neutral, activity II-III), gradient dichloromethane/MeOH 100:0→95:5 v/v) (0.950 g, 60% of theory). 0.900 g (3.380 mmol) of the intermediate product was added to a suspension of 300 mg Pd/C in 10 mL EtOH and the mixture was hydrogenated for 4.5 hours at RT and 50 psi H2-pressure. The catalyst was removed by filtration and the filtrate evaporated i. vac. The product is present in admixture with the corresponding pyridine-N-oxide and was used in the next reaction step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538115B2
Source datasetuspto-grants-2009_05
ORD IDord-d46c52631fc44624b590825efb5a55d7
Source noteuspto-grants-2009_05