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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77381Generated: October 26, 2026

Potassium Carbonate → 4-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-N-methyl-2-nitrobenzamide

https://huagongshe.com/reaction/77381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-Diazabicyclo(3.2.2)nonaneHCID 398407—
Reactant4-fluoro-N-methyl-2-nitrobenzamideHCID 67115004—
SolventDimethyl SulfoxideHCID 679—
Product4-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-N-methyl-2-nitrobenzamideHCID 6711502681.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-fluoro-N-methyl-2-nitrobenzamide (Intermediate 3L) (0.65 g, 3.3 mmol) in dimethylsulfoxide (50 mL) was added 1,4-diazabicyclo[3.2.2]nonane (0.62 g, 4.9 mmol) and potassium carbonate (1.36 g, 9.8 mmol). The resulting suspension was heated at 90° C. for 4 days. The mixture was filtered and the filtrate purified using a 20 g SCX cartridge to afford 4-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-N-methyl-2-nitrobenzamide (0.8 g, 2.7 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841289B2
Source datasetuspto-grants-2014_09
ORD IDord-3f89614c27bc483b8a741ea5d3ee1480
Source noteuspto-grants-2014_09