Attempts at new synthesis of 5,11 ‐Dihydro‐6 H ‐pyrido[2,3‐b][1,4]benzodiazepin‐6‐one | Zendy

Oklobdžija M. | Zendy; Comisso G. | Zendy; Decorte E. | Zendy; Kovač T. | Zendy; Angeli C. | Zendy; Moimas F. | Zendy; Za P. | Zendy; Zonno F. | Zendy; Toso R. | Zendy; Šunjić V. | Zendy

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Attempts at new synthesis of 5,11 ‐Dihydro‐6 H ‐pyrido[2,3‐b][1,4]benzodiazepin‐6‐one

Author(s) -

Oklobdžija M.,

Comisso G.,

Decorte E.,

Kovač T.,

Angeli C.,

Moimas F.,

Za P.,

Zonno F.,

Toso R.,

Šunjić V.

Publication year - 1983

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.5570200536

Subject(s) - chemistry , intramolecular force , ring (chemistry) , condensation , derivative (finance) , medicinal chemistry , condensation reaction , stereochemistry , computational chemistry , organic chemistry , catalysis , thermodynamics , physics , financial economics , economics

Attempting some new approaches to 5,11‐dihyro‐6 H ‐pyrido[2,3‐ b ][1,4]benzodiazepin‐6‐one ( 6 ), compounds 8, 10 and 11 were prepared. Ring enlargement of 4 into 6 failed, as well as condensation of 10 and 11 into ID, which is the potential precursor of pirenzepin (11‐[2′‐(4″‐methylpiperazin‐1″‐yl)]acetyl derivative of 6 ) via an envisaged intramolecular Diels‐Alder reaction. Model compounds 5 and 13 were prepared and their behaviour in analogous reactions explained the failures of the intended transformations of 4 , as well as of condensation of 10 and 11 .

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