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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77373Generated: October 30, 2026

6530-09-2 → HCID 67115295, compound

https://huagongshe.com/reaction/77373

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6530-09-2HCID 18401282—
Reactant5-Fluoro-N-methyl-2-nitrobenzamideHCID 44203077—
ReactantHCID 68176228HCID 68176228—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 67115295HCID 6711529526.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of quinuclidin-3-amine hydrochloride (1.06 g, 5.30 mmol) and polymer supported dimethylperhydro-1,3,2-diazaphosphorine (7.0 g, 15.4 mmol) in DMSO (50 mL) was added 5-fluoro-N-methyl-2-nitrobenzamide (Intermediate 3A) (1 g, 5.05 mmol) and reaction heated at 60° C. for 72 hours. The resin was removed by filtration and washed thoroughly with methanol and dichloromethane. The filtrate was purified using a 20 g SCX cartridge followed by trituration with dichloromethane/methanol/diethyl ether to afford N-methyl-2-nitro-5-(quinuclidin-3-ylamino)benzamide (0.41 g, 1.36 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841289B2
Source datasetuspto-grants-2014_09
ORD IDord-5c6af0e6651d4893922c2bc8eb4fb08b
Source noteuspto-grants-2014_09