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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404292Generated: October 26, 2026

Potassium Carbonate → 5-((3,6-dibromo-9H-carbazol-9-yl)methyl)-3-(pyridin-2-yl)oxazolidin-2-one

https://huagongshe.com/reaction/404292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-IodopyridineHCID 221126—
ReactantDichloromethane ethylacetateHCID 21226138—
Reactant5-((3,6-dibromo-9H-carbazol-9-yl)methyl)oxazolidin-2-oneHCID 58097198—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product5-((3,6-dibromo-9H-carbazol-9-yl)methyl)-3-(pyridin-2-yl)oxazolidin-2-oneHCID 5809718579.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 5-((3,6-dibromo-9H-carbazol-9-yl)methyl)oxazolidin-2-one (0.0195 g, 0.0460 mmol), 2-iodopyridine (0.0209 g, 0.102 mmol), CuI (0.0009 g, 0.00460 mmol), and K2CO3 (0.0058 g, 0.0418 mmol,) in 0.5 mL of DMSO was sealed tightly in a vial and heated at 130° C. for 12 hours. The reaction mixture was cooled and diluted with 20 mL EtOAc and washed with water 5×10 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using CH2Cl2/EtOAc as elute to afford 0.0183 g white solid as product, yield 79.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748473B2
Source datasetuspto-grants-2014_06
ORD IDord-ffc119f41c3d4b47969b74c8be228059
Source noteuspto-grants-2014_06