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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019586Generated: October 31, 2026

Triethylamine → 2-(3-Azabicyclo[3.1.0]hex-3-yl)-5-nitropyridine

https://huagongshe.com/reaction/1019586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-5-nitropyridineHCID 78308—
Reactant3-Azabicyclo[3.2.0]heptaneHCID 21962587—
Solvent1,4-DioxaneHCID 31275—
Product2-(3-Azabicyclo[3.1.0]hex-3-yl)-5-nitropyridineHCID 5743153097.5%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 0.5 g (3.15 mmol) of 2-chloro-5-nitropyridine, 0.452 g (3.78 mmol) of 3-aza-bicyclo[3.2.0]heptane (J. Med. Chem. 1967, 10(4), 621) and 1.32 mL (6.94 mmol) of triethylamine in 10 mL of dioxane, is heated at 65° C. for 4 h. The reaction mixture is then poured into 50 mL of ice water. The mixture is stirred until the ice has melted completely, then a yellow precipitate is collected by filtration and is dried at reduced pressure. In this way we isolate 0.63 g of the expected product in the form of a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716273B2
Source datasetuspto-grants-2014_05
ORD IDord-2b5c435b94cf44b99aee8d6d55c63647
Source noteuspto-grants-2014_05