An efficient one-pot synthesis of 6-alkoxy-8,9-dialkylpurines via reaction of 5-amino-4-chloro-6-alkylaminopyrimidines with N,N-dimethylalkaneamides and alkoxide ions

Tetrahedron

Volumn 58, Issue 38, 2002, Pages 7607-7611

  Baraldi, Pier Giovanni ^a   Broceta, Asier Unciti ^b   Infantas, Maria Josè Pineda De Las ^b   Mochun, Juan Josè Dìaz ^b   Espinosa, Antonio ^b   Romagnoli, Romeo ^a  

^a UNIVERSITY OF FERRARA   (Italy)

^b Facultad de Farmacia   (Spain)

Author keywords

Amides; Cyclization; Dimethylformamide dimethyl acetal; One pot reaction; Purine

Indexed keywords

ALKYL GROUP; AMIDE; AMINOPYRIDINE DERIVATIVE; ION; OXIDE; PURINE DERIVATIVE; REAGENT; SOLVENT;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMERIZATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; THIN LAYER CHROMATOGRAPHY;

EID: 0037119797     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)00867-0     Document Type: Article

References (15)

1. Jacobson K.A., Daly J.W., Manganiello V. Purines in Cellular Signaling: Targets for New Drugs. 1990;Springer, New York.
2. Cooper K., Fray M.J., Parry M.J., Richardson K., Steele. J. Med. Chem. 35:1992;3115-3129.
3. Arris C.E., Boyle F.T., Calvert A.H., Curtin N.J., Endicott J.A., Garman E.F., Gibson A.E., Golding B.T., Grant S., Griffin R.J., Jewsbury P., Johnson L.N., Lawrie A.M., Newell D.R., Noble M.E.M., Sausville E.A., Schultz R., Yu W. J. Med. Chem. 43:2000;2797-2804.
4. Greenberg S.M., Ross L.O., Robins R.K. J. Org. Chem. 24:1959;1314-1317.
5. Kelley J.L., McLean E.W., Linn J.A., Krochmal M.P., Ferris R.M., Howard J.L. J. Med. Chem. 33:1990;196-202.
6. Lembicz N.K., Grant S., Clegg W., Griffin R.J., Heath S.L., Golding B.T. J. Chem. Soc., Perkin Trans. 1. 1997;185-186.
7. Ramzaeva N., Goldberg Y., Alksnis E., Lidaks M. Synth. Commun. 10:1989;1669-1676.
8. Ramzaeva N., Goldberg Y., Lidaks M., Alksnis E., Jure M., Gudriniece E. Zh. Org. Chim. 25:1989;1780-1783.
9. Dang Q., Brown S.B., Erion M.D. Tetrahedron Lett. 41:2000;6559-6562.
10. Albert A., Brown D.J., Cheeseman G. J. Chem. Soc. 1952;4219-4232.
11. Montgomery J.A., Temple C. J. Am. Chem. Soc. 79:1957;5239-5241.
12. Kelly J.L., Bullock R.M., Krochmal M.P., McLean E.W., Linn J.A., Durcan M.J., Cooper B.R. J. Med. Chem. 40:1997;3207-3216.
13. Israel M., Tinter S.K., Trites D.H., Modest E.J. J. Heterocycl. Chem. 7:1970;1029-1035.
14. Greenberg S.M., Ross L.O., Robins R.K. J. Org. Chem. 24:1959;1314-1317.
15. Seela F., Leonard P. Helv. Chim. Acta. 12:1998;2244-2263.