Intramolecular nucleophilic cyclization of 3‐substituted pyridylalkylamines onto the 2‐position of the pyridine ring | Zendy

Hawes Edward M. | Zendy; Davis Hubert Lome | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Intramolecular nucleophilic cyclization of 3‐substituted pyridylalkylamines onto the 2‐position of the pyridine ring

Author(s) -

Hawes Edward M.,

Davis Hubert Lome

Publication year - 1973

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570100109

Subject(s) - chemistry , butylamine , sodium hydride , yield (engineering) , medicinal chemistry , intramolecular force , nucleophile , pyridine , azepine , hydride , ring (chemistry) , reagent , sodium , alkali metal , amide , potassium , propylamine , stereochemistry , organic chemistry , metal , catalysis , materials science , amine gas treating , metallurgy

The intramolecular nucleophilic cyclization of 4‐(3‐pyridyl)butylamine ( 4a ) to yield 6,7,8,9‐tetrahydro‐5 H ‐pyrido[2,3‐ b ]azepine ( 5 ) was investigated. Of eleven different alkali metal reagents sodium, sodium hydride, sodium amide, and potassium hydride gave good yields of 5 . The sodium conditions when applied to 3‐(3‐pyridyl)propylamine ( 4b ) afforded 1,2,3,4‐tetrahydro‐1,8‐naphthyridine ( 6 ) in good yield.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research