Table of Contents
Research Letters in Organic Chemistry
Volume 2008, Article ID 810678, 3 pages
Research Letter

A Novel and One-Pot Synthesis of 6-arylpyrimidin-4-ol

Drug Discovery Chemistry, Glenmark Research Centre, Glenmark Pharmaceuticals Limited, MIDC, Mahape, Navi Mumbai 400709, India

Received 25 June 2008; Accepted 2 November 2008

Academic Editor: William Ogilvie

Copyright © 2008 Jitendra M. Gajera et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. E. C. Taylor and B. Liu, “A new and efficient synthesis of pyrrolo[2,3-d]pyrimidine anticancer agents: alimta (LY231514, MTA), homo-alimta, TNP-351, and some aryl 5-substituted pyrrolo[2,3-d]pyrimidines,” The Journal of Organic Chemistry, vol. 68, no. 26, pp. 9938–9947, 2003. View at Publisher · View at Google Scholar · View at PubMed
  2. P. Herdewijn, J. Balzarini, M. Baba et al., “Synthesis and anti-HIV activity of different sugar-modified pyrimidine and purine nucleosides,” Journal of Medicinal Chemistry, vol. 31, no. 10, pp. 2040–2048, 1988. View at Publisher · View at Google Scholar
  3. J. Matsumoto and S. Minami, “Pyrido[2,3-d]pyrimidine antibacterial agents. 3. 8-alkyl- and 8-vinyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido[2,3-d]pyrimidine-6-carboxylic acids and their derivatives,” Journal of Medicinal Chemistry, vol. 18, no. 1, pp. 74–79, 1975. View at Publisher · View at Google Scholar
  4. A. Agarwal, K. Srivastava, S. K. Puri, and P. M. S. Chauhan, “Antimalarial activity and synthesis of new trisubstituted pyrimidines,” Bioorganic & Medicinal Chemistry Letters, vol. 15, no. 12, pp. 3130–3132, 2005. View at Publisher · View at Google Scholar · View at PubMed
  5. H. Maeda, T. Akaike, Y. Miyamoto, and M. Yoshida, “Use of 4-amino-6-hydroxypyrazolo[3,4-d]pyrimidine for the manufacture of an antihypertensive agent,” European patent no. EP07959298, 1997.
  6. K. S. Jain, T. S. Chitre, P. B. Miniyar et al., “Biological and medicinal significance of pyrimidines,” Current Science, vol. 90, no. 6, pp. 793–803, 2006. View at Google Scholar
  7. A. K. Gupta, Sanjay, H. P. Kayath, A. Singh, G. Sharma, and K. C. Mishra, “Anticonvulsant activity of pyrimidine thiols,” Indian Journal of Pharmacology, vol. 26, no. 3, pp. 227–228, 1994. View at Google Scholar
  8. J.-F. Lagorce, F. Comby, A. Rousseau, J. Buxeraud, and C. Raby, “Synthesis and antithyroid activity of pyridine, pyrimidine and pyrazine derivatives of thiazole-2-thiol and 2-thiazoline-2-thiol,” Chemical and Pharmaceutical Bulletin, vol. 41, no. 7, pp. 1258–1260, 1993. View at Google Scholar
  9. V. Alagarsamy, V. R. Solomon, and M. Murugan, “Synthesis and pharmacological investigation of novel 4-benzyl-1-substituted-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-ones as new class of H1-antihistaminic agents,” Bioorganic & Medicinal Chemistry, vol. 15, no. 12, pp. 4009–4015, 2007. View at Publisher · View at Google Scholar · View at PubMed
  10. R. L. Tolman, R. K. Robins, and L. B. Townsend, “Pyrrolo[2,3-d]pyrimidine nucleoside antibiotics. Total synthesis and structure of toyocamycin, unamycin B, vengicide, antibiotic E-212, and sangivamycin (BA-90912),” Journal of the American Chemical Society, vol. 90, no. 2, pp. 524–526, 1968. View at Publisher · View at Google Scholar
  11. M. Amir, S. Javed, and H. Kumar, “Pyrimidine as antiinflammatory agent: a review,” Indian Journal of Pharmaceutical Sciences, vol. 69, no. 3, pp. 337–343, 2007. View at Google Scholar
  12. R. V. Bonnert, P. A. Cage, S. F. Hunt, I. J. S. Walters, and R. P. Austin, “Pteridinone derivatives as modulators of chemokine receptor activity,” PCT International Patent Application, WO/2003/024966, 2003.
  13. X. Wang, P. P. Chakrabarti, V. I. Ognyanov et al., “Trisubstituted pyrimidines as transient receptor potential vanilloid 1 (TRPV1) antagonists with improved solubility,” Bioorganic & Medicinal Chemistry Letters, vol. 17, no. 23, pp. 6539–6545, 2007. View at Publisher · View at Google Scholar · View at PubMed
  14. J. Lu, Y. Bai, Z. Wang, B. Yang, and H. Ma, “One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones using lanthanum chloride as a catalyst,” Tetrahedron Letters, vol. 41, no. 47, pp. 9075–9078, 2000. View at Publisher · View at Google Scholar
  15. F. Zurmühlen, “Process for preparing 5-chloro-4-hydroxypyrimidines,” US patent no. 5523404, 1996.
  16. E. M. Doherty, J. Zhu, M. Stec et al., “Amino-pyridine, -pyridine and pyridazine derivatives for use as vanilloid receptor ligands for the treatment of pain,” PCT International Patent Application, WO 099284, 2003.
  17. G. T. Wang, S. Wang, R. Gentles et al., “Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding,” Bioorganic & Medicinal Chemistry Letters, vol. 15, no. 1, pp. 195–201, 2005. View at Publisher · View at Google Scholar · View at PubMed