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Synthesis of 5-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridines and 5-phenyl-6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines as potential D1 receptor ligands

✍ Scribed by Thomas Hussenether; Reinhard Troschütz


Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
110 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

A new access to 5‐phenyl‐5,6,7,8‐tetrahydro‐1,6‐naphthyridines 25a‐28a (n=1) and 5‐phenyl‐6,7,8,9‐tetrahydro‐5__H__‐pyrido[3,2‐c]azepines 25b‐28b (n=2) has been developed by first preparing the functional pyridine moiety followed by intramolecular cyclization forming the partially reduced ring.


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✍ Young Kook Koh; Ki-Hwan Bang; Hong-Seok Kim 📂 Article 📅 2001 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 60 KB

## Abstract The synthesis of 5,6,7,8‐tetrahydro‐4__H__‐oxazolo[4,5‐__c__]azepin‐4‐ones **5a,b** and 1,3‐benzoxazol‐4‐amines **4a,b** are described starting from 4,5,6,7‐tetrahydro‐1,3‐benzoxazol‐4‐ones. Thionation of **5a,b** followed by alkylation with ethyl bromoacetate led to the corresponding _