A facile route to the synthesis of novel 2-amino-1,4,5,6- tetrahydropyrimidines from Baylis-Hillman products of acrylonitrile

Synlett

Volumn , Issue 5, 2005, Pages 848-850

  Pathak, Richa ^a   Roy, Amrendra K ^a   Batra, Sanjay ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

2 amino 1,4,5,6 tetrahydropyrimidines; 5,6,7,8 tetrahydro 2H imidazo 1,2 a pyrimidin 3 one; Baylis Hillman

Indexed keywords

2 AMINO 1,4,5,6 TETRAHYDROPYRIMIDINE; 5,6,7,8 TETRAHYDRO 2H IMIDAZO[1,2 A]PYRIMIDIN 3 ONE; ACETIC ACID DERIVATIVE; ACRYLONITRILE; ALDEHYDE; BROMOETHYL ACETATE; CYANOGEN BROMIDE; HETEROCYCLIC COMPOUND; POTASSIUM CARBONATE; PYRIMIDINE DERIVATIVE; PYRIMIDINONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BAYLIS HILLMAN REACTION; CARBON NUCLEAR MAGNETIC RESONANCE; DIASTEREOISOMER; MICHAEL ADDITION; PHARMACOPHORE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 15944369986     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-863728     Document Type: Article

References (16)

1. th Nov, N. Delhi.
2. Basavaiah, D.; Jaganmohan Rao, A.; Satyanarayana, T. Chem. Rev. 2003, 103, 811.
3. Kim, J. N.; Lee, K. Y. Curr. Org. Chem. 2002, 6, 627.
4. Weinhardt, K.; Wallach, M. B.; Marx, M. J. Med. Chem. 1985, 28, 694.
5. (a) Cho, H. I.; Lee, S. W.; Lee, K.-J. J. Heterocycl. Chem. 2004, 41, 799.
6. (b) Basavaiah, D.; Rao, J. S.; Reddy, R. J. J. Org. Chem. 2004, 69, 7379.
7. (c) Lee, C. G.; Lee, K. Y.; GowriSankar, S.; Kim, J. N. Tetrahedron Lett. 2004, 45, 7409.
8. (d) Singh, V.; Saxena, R.; Batra, S. J. Org. Chem. 2005, 70, 353.
9. Dunbar, P. G.; Durant, G. J.; Fang, Z.; Abuh, Y. F.; El-Assadi, A. A.; Ngur, D. O.; Periyasamy, S.; Hoss, W. P.; Messer, W. S. Jr. J. Med. Chem. 1993, 36, 842.
10. Messer, W. S. Jr.; Rajeswaran, W. G.; Cao, Y.; Zhang, H.-J.; El-Assadi, A. A.; Dockery, C.; Liske, J.; O'Brien, J.; Williams, F. E.; Huang, X.-P.; Wroblewski, M. E.; Nagy, P. I.; Peseckis, S. M. Pharmaceut. Acta Helv. 2000, 74, 135.
11. Greenhill, J. V.; Lue, P. Prog. Med. Chem. 1993, 30, 203.
12. (a) Sandin, H.; Swanstein, M.-L.; Wellner, E. J. Org. Chem. 2004, 69, 1571.
13. (b) Wellner, E.; Sandin, H.; Swanstein, M.-L. Synlett 2004, 1817.
14. (a) Patra, A.; Batra, S.; Kundu, B.; Joshi, B. S.; Roy, R.; Bhaduri, A. P. Synthesis 2001, 276.
15. (b) Cai, J.; Zhou, Z.; Zhao, G.; Tang, C. Org. Lett. 2002, 4, 4723.
16. 3: C, 63.23; H, 4.84; N, 12.82. Found: C, 63.10; H, 5.01; N, 13.07.