Regioselective alkylation of 2-alkyl-5,6,7,8-tetrahydro-3H- cycloheptimidazol-4-ones and 2-alkyl-3H-cycloheptimidazol-4-ones

Chemical and Pharmaceutical Bulletin

Volumn 54, Issue 5, 2006, Pages 706-710

  Sonegawa, Motoharu ^a   Yokota, Masayuki ^a   Tomiyama, Hiroshi ^a   Tomiyama, Tsuyoshi ^a  

^a Kotobuki Seiyaku Company Ltd   (Japan)

Author keywords

4 acylimidazole; Angiotensin receptor antagonist; Cycloheptimidazol 4 one; Phase transfer catalyst; Pratosartan; Regioselective alkylation

Indexed keywords

2 ALKYL 3H CYCLOHEPTIMIDAZOL 4 ONE; 2 ALKYL 5,6,7,8 TETRAHYDRO 3H CYCLOHEPTIMIDAZOL 4 ONE; 3 [2' (1 TERT BUTYL 1H TETRAZOL 5 YL)BIPHENYL 4 YLMETHYL] 2 PROPYL 5,6,7,8 TETRAHYDRO 1H CYCLOHEPTIMIDAZOL 4 ONE; 3 [2' (1 TERT BUTYL 1H TETRAZOL 5 YL)BIPHENYL 4 YLMETHYL] 2 PROPYL 5,6,7,8 TETRAHYDRO 3H CYCLOHEPTIMIDAZOL 4 ONE; ALDEHYDE; BASE; ESTER DERIVATIVE; IMIDAZOLE DERIVATIVE; PRATOSARTAN; SODIUM HYDROXIDE; SOLVENT; TOLUENE; UNCLASSIFIED DRUG;

ALKYLATION; AQUEOUS SOLUTION; ARTICLE; CATALYST; CHEMICAL REACTION;

ALKYLATION; CATALYSIS; CYCLOHEPTANES; IMIDAZOLES; MAGNETIC RESONANCE SPECTROSCOPY; SOLUTIONS; SOLVENTS; SPECTROPHOTOMETRY, INFRARED;

EID: 33646397314     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.54.706     Document Type: Article

References (15)

1. Carini D. J., Duncia J. V., Aldrich P. E., Chiu A. T., Johnson A. L., Pierce M. E., Price W. A., Santella J. B., III, Wells G. J., Wexler R. R., Wong P. C., Yoo S.-E., Timmermans P. B. M. W. M., J. Med. Chem., 34, 2525-2547 (1991).
2. Wada T., Inada Y., Sanada T., Ojima M., Shibouta Y., Noda M., Nishikawa K., Eur. J. Pharmacol., 253, 27-34 (1994).
3. Yanagisawa H., Amemiya Y., Kanazaki T., Shimoji Y., Fujimoto K., Kitahara Y., Sada T., Mizuno M., Ikeda M., Miyamoto S., Furukawa Y., Koike H., J. Med. Chem., 39, 323-338 (1996).
4. Yanagisawa T., Ueyama N., Kawai T., Sonegawa M., Baba H., Mochizuki S., Kosakai K., Tomiyama T., Bioorg. Med. Chem. Lett., 3, 1559-1564 (1993).
5. Ueyama N., Yanagisawa T., Baba H., Kuroiwa K., Hayashi H., Sonegawa M., Tomiyama T., Bioorg. Med. Chem. Lett., 4, 1637-1642 (1994).
6. Pierce M. E., Carini D. J., Huhn G. F., Wells G. J., Arnett F., J. Org. Chem., 58, 4642-4645 (1993).
7. Larsen R. D., King A. O., Chen C. Y., Corley E. G., Foster B. S., Roberts F. E., Yang C., Lieberman D. R., Reamer R. A., Tschaen D. M., Verhoevevn T. R., Reider P. J., J. Org. Chem., 59, 6391-6394 (1994).
8. Kageyama H., Takahara T., Jpn. Koukai Tokkyo Koho, 169738 (1997).
9. Sonegawa M., Iwai Y., Tomiyama H., Tomiyama T., Chem. Pharm. Bull., 54, 703-705 (2006).
10. Nakazawa J., Sato Y., Soma N., Sankyou Kenkyusyo Nenpo, 21, 47-56 (1969).
11. Kokosa J. M., Szafasz R. A., Tagupa E., J. Org. Chem., 48, 3605-3607 (1983).
12. Belgodere E., Bossio R., Parrini V., Pepion R., Arzneim.-Forsch., 30, 1051-1056 (1980).
13. Ueda Y., Chuang J. M., Fung-Tomc J., Partyka R. A., Bioorg. Med. Chem. Lett., 4, 1623-1628 (1994).
14. Reiter L. A., J. Org. Chem., 52, 2714-2726 (1987).
15. Krebs E.-P., Bondi E., Helv. Chem. Acta, 62, 497-506 (1979).