New entry to indazolo[2,3-a]quinazolines by revision of the reported structure of an indolo[1,2-b]indazole derivative

Chemical and Pharmaceutical Bulletin

Volumn 44, Issue 5, 1996, Pages 1099-1101

  Katayama, Hajime ^a   Kato, Osamu ^a   Kaneko, Kimiyoshi ^a  

^a NIIGATA UNIVERSITY OF PHARMACY AND APPLIED LIFE SCIENCES   (Japan)

Author keywords

chemical transformation; indazolo 2,3 a qumazoline; indolo 1,2 b indazole; NMR spectrum; revision

Indexed keywords

INDAZOLE DERIVATIVE; INDAZOLO[2,3 A]QUINAZOLINE DERIVATIVE; INDOLO[1,2 B]INDAZOLE DERIVATIVE; QUINAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; ERROR; ISOMER; NUCLEAR MAGNETIC RESONANCE;

EID: 0029954074     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.44.1099     Document Type: Article

References (12)

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2. b) Idem, Chem. Pharm. Bull., 42, 214 (1994);
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8. This preparation is cited by Elguero J., Claramunt R. M., Adv. Heterocyclic Chem., 22, 183-320 (1978).
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10. Hill D. T., Stanley K. G., Libsch S. S., Loev B., J. Heterocycl. Chem., 13, 1325 (1976).
11. N-1 of 2-alkylated indazoles has relatively strong nucleophilicity, e.g., ready alkylation with alkyl halide (hard electrophile): "The Chemistry of Heterocyclic Compounds," Vol. 23, ed. by Weissberger A., Interscience, N.Y., 1967, pp. 289-382. But nucleophilic attack at a soft electrophile, such as the cyano group (assisted by acid in our case) by N-1 of 2-alkyl indazoles has no precedent to our best knowledge.
12. For general directions see, ref. 1b.