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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 260928Generated: November 2, 2026

Pyridine → 2-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethylamino]benzonitrile

https://huagongshe.com/reaction/260928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-FluorobenzonitrileHCID 67855—
Reactant2-(Hexahydro-1H-pyrrolizin-7a-yl)ethanamineHCID 10796977—
SolventWaterHCID 962—
Product2-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethylamino]benzonitrileHCID 1075352295.8%

Reaction Steps

2-Fluorobenzonitrile (1.00 g, 8.26 mmol) and 2-(1-azabicyclo[3.3.0]octan-5-yl)ethylamine (3.15 g, 20.4 mmol) were added into anhydrous pyridine (10.0 ml) to react the mixture in a sealed tube for 10.5 hours at 180° C. After addition of water subsequent to concentration in vacuo, the reaction mixture was extracted by ethyl acetate, dried over anhydrous sodium sulfate, concentrated in vacuo, and refined by column chromatography to afford the desired compound (2.02 g, 95.8%), as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05530138
Source datasetuspto-grants-1996_06
ORD IDord-fc2793cb99ee48efbbc4e595b548bf94
Source noteuspto-grants-1996_06