Solid phase synthesis of quinazolinones

Tetrahedron Letters

Volumn 38, Issue 49, 1997, Pages 8445-8448

  Mayer, John P ^a   Lewis, George S ^a   Curtis, Michael J ^a   Zhang, Jingwen ^a  

^a AMGEN INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

POLYMER; QUINAZOLINONE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0030723851     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10276-3     Document Type: Article

References (18)

1. For reports on recent progress in combinatorial chemistry see: a) Special Issue on Combinatorial Chemistry, Szostak, J. W. Ed. ; Chem. Rev. 1997, 97, 349.
2. b) Chem Eng. News 1997, 75, 43.
3. Mannschreck, A.; Koller, H.; Stuhler, G.; Davies, M. A.; Traber, J. Eur. J. Med. Chem. 1984, 19, 381.
4. Sharma, S. D.; Kaur, V. Synthesis 1989, 677.
5. Malamas, M. S.; Millen, J. J. Med. Chem. 1991, 34, 1492.
6. Yu, M. J.; Thrasher, K. J.; McCowan, J. R.; Mason, N. R.; Mendelsohn, L. R. J. Med. Chem. 1991, 34, 1508.
7. de Laszlo S. E.; Quagliato, C. S.; Greenlee, W. J.; Patchett, A. A.; Chang, R. S. L.; Lotti, V.J.; Chen, T.-B.; Scheck, S. A.; Faust, K. A.; Kivlighn, S. S.; Schorn, T. S.; Zingaro, G. J.; Siegl, P. K. S. J. Med. Chem. 1993, 36, 3207.
8. Hutchinson, J. H.; Cook, J. J.; Brashear, K. M.; Breslin, M. J.; Glass, J. D.; Gould, R. J.; Halczenko, W.; Holahan, M. A.; Lynch, R. J.; Sitko, G. R.; Stranieri, M. T.; Hartman, G. D. J. Med. Chem. 1996, 39, 4583.
9. a) Buckman, R.O.; Mohan, R. Tetrahedron Lett. 1996, 37, 4439.
10. b) Gouilleux, L.; Fehrentz, J.-A.; Winternitz, F.; Martinez, J. Tetrahedron Lett. 1996, 37, 7031.
11. c) Gordeev, M. F.; Hui, H C.; Gordon, E. M.; Patel, D. V. Tetrahedron Lett. 1997, 38, 1729.
12. For a solid phase approach to quinazolinones using o-azidobenzoic acids and isocyanates see : Chucholowski, A.; Masquelin, T.; Obrecht, D.; Stadlwieser, J.; Willalgordo, J. M. Chimia 1996, 50, 525
13. Wang, S. S. J. Am. Chem. Soc. 1973, 95, 1328.
14. Meyers, H. V.; Dilley, G. J.; Durgin, T. L.; Powers, S. T.; Winsinger, N. A.; Zhu, H.; Pavia, M. R. Molecular Diversity 1995, 1, 13.
15. 2.
16. Rink, H. Tetrahedron Lett. 1987, 28, 3787.
17. +], MW= 252.
18. 18 column, 4.6 × 250mm, 0-50% acetonitrile/water containing 0.1% TFA with integration of peak areas at 220nm). b) yields were calculated from the weight of crude material and the initial loading level of starting resin.