Synthesis of fused pyrimidines from amines and cyclic β-formylesters

Tetrahedron

Volumn 63, Issue 34, 2007, Pages 8157-8163

  Toche, Raghunath B ^a   Ghotekar, Bhausaheb K ^a   Kazi, Muddassar A ^a   Kendre, Dhananjay B ^a   Jachak, Madhukar N ^a  

^a K T H M COLLEGE   (India)

Author keywords

Formyl butyrolactone; Aminoheterocyclic dihydrofuranone; Ammonium acetate; Fused pyrimidines

Indexed keywords

3 (2 CHLOROETHYL) 1,3 BENZOTHIAZOLO[3,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROETHYL) 1,3 BENZOXAZOLO[3,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROETHYL) 6 METHYLPYRIDO[1,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROETHYL) 8 METHOXY 1,3 BENZOTHIAZOLO[3,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROETHYL) 8 METHYLPYRIDO[1,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROETHYL)PYRIDO[1,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROPROPYL) 1,3 BENZOTHIAZOLO[3,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROPROPYL) 1,3 BENZOXAZOLO[3,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROPROPYL) 6 METHYLPYRIDO[1,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROPROPYL) 8 METHOXY 1,3 BENZOTHIAZOLO[3,2 A]PYRIMIDIN 4(1H) ONE; 3 (2 CHLOROPROPYL)PYRIDO[1,2 A]PYRIMIDIN 4(1H) ONE; 6 (2 CHLOROETHYL) 1,3 THIAZOLO[2,3 B]PYRIMIDIN 5(1H) ONE; HETEROCYCLIC AMINE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 34447099236     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.05.123     Document Type: Article

References (18)

1. Hossain N., Rozenski J., Clercq E.D., and Herdewijn P. J. Org. Chem. 62 (1997) 2442
2. Sabnis R.W., and Rangnekar D.W. Indian J. Technol. 28 (1990) 54
3. Joseph S., and Burke J.M. J. Biol. Chem. 268 (1993) 24515
4. Bookser B.C., Ugarkar B.G., Matelich M.C., Lemus R.H., Allan M., Tsuchiya M., Nakane M., Nagahisa A., Wiesner J.B., and Erion M.D. J. Med. Chem. 48 (2005) 7808
5. Wang S., Folkes A., Chuckowree I., Cockcroft X., Sohal S., Miller W., Milton J., Wren S.P., Vicker N., Depledge P., Scott J., Smith L., Jones H., Mistry P., Faint R., Thompson D., and Cocks S. J. Med. Chem. 47 (2004) 1329
6. Gangjee A., Jain H.D., Phan J., Lin X., Song X., McGuire J.J., and Kisliuk R.L. J. Med. Chem. 49 (2006) 1055
7. Bruno O., Brullo C., Schenone S., Bondavalli F., Ranise A., Tognolini M., Impicciatore M., Ballabeni V., and Barocelli E. Bioorg. Med. Chem. 14 (2006) 121
8. Toche R., Jachak M., Medhane V., and Desai A. J. Indian Chem. Soc. 83 (2006) 1
9. Jachak M., Avhale A., Medhane V., and Toche R. J. Heterocycl. Chem. 43 (2006) 1
10. Jachak M., Tantak C., Toche R., and Badgujar N. Monatsh. Chem. 135 (2004) 1529
11. Toche R., Jachak M., Dalvi T., and Kappe T. Org. Prep. Proced. Int. 30 (1998) 367
12. Toche R., Jachak M., and Kappe T. J. Heterocycl. Chem. 36 (1999) 467
13. Josephine, K. L. E. Aloysius, P. S. M. Paul, B. F. (Janssen Pharmaceutica N.V., Belg.) PCT Appl. WO 2000020422 Al 20000413, 2000;
14. Chem. Abstr. 132 (2000) 265188t
15. Fujit H., Shimoji Y., Kojima S., Nishino H., Kamoshita K., Katsuo K., Endo K., Kobayashi S., Kumakura S., and Sato Y. Sanko Ltd, Tokyo, Japan. Sankyo Kenkyusho Nenpo 29 (1977) 75
16. Kennis J.E.L., Bischoff F.P., Mertens C.J., Love C.J., Van den Keybus F.A.F., Pieters S., Braeken M., Megens A.A., and Leysen J.E. Bioorg. Med. Chem. Lett. 10 (2000) 71
17. Wamhoft H., and Korte F. Synthesis (1972) 151
18. Willenbrock H.J., Wamhoff H., and Korte F. Justus Liebigs der Chemie 1 (1973) 103