z-logo
Premium
Polycyclic N ‐Heterocyclic Compounds 76: Synthesis and Antiplatelet Evaluation of 2,4‐Disubstituted 5,6‐Dihydro[1]benzofuro[3′,2′:2,3]oxepino[4,5‐ d ]pyrimidines
Author(s) -
Okuda Kensuke,
Takano Junichi,
Hirota Takashi,
Sasaki Kenji,
Nishina Yuta,
Ishida Hiroyuki
Publication year - 2014
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.1539
Subject(s) - chemistry , ring (chemistry) , nucleophile , reagent , derivative (finance) , medicinal chemistry , stereochemistry , organic chemistry , catalysis , financial economics , economics
Reaction of several Vilsmeier reagents with 5‐amino‐2,3‐dihydro[1]benzofuro[3,2‐ b ]oxepin‐4‐carbonitrile gave tetracyclic 2‐substituted 4‐chloro‐5,6‐dihydro[1]benzofuro[3′,2′:2,3]oxepino[4,5‐ d ]pyrimidines. The structure of one of these, the 4‐chloro‐2‐phenyl derivative, was confirmed by X‐ray crystallography. Treatment of the 4‐chloro derivatives with simple amines as nucleophile afforded 2‐substituted 4‐amino derivatives. A pentacyclic compound was also obtained by dehydrative ring closure. These products were evaluated for antiplatelet activity, and some showed potency comparable with that of aspirin.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here