Synthesis of SF2809-V, chymase inhibitor, and its analogs by three component reaction: Model study for high throughput synthesis of a chymase inhibitor library

Chemistry Letters

Volumn 33, Issue 3, 2004, Pages 238-239

  Yamamoto, Yasuo ^a   Harimaya, Kenzo ^a  

^a MEIJI SEIKA KAISHA LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHYMASE INHIBITOR; SF 2809 V;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; MODEL; STUDY; TEMPERATURE;

EID: 2442704009     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2004.238     Document Type: Article

References (8)

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4. Ugi reaction: A. M. M. Mjalli, S. Sarshar, and T. J. Baiga, Tetrahedron Lett., 37, 2943 (1996); Biginelli reactiion: M. F. Gordeeev, D. V. Patel, and E. M. Gordom, J. Org. Chem., 61, 924 (1996); Mannich reaction: J. J. McNally, M. A. Youngman, and S. L. Dax, Tetrahedron Lett., 39, 967 (1998).
5. Ugi reaction: A. M. M. Mjalli, S. Sarshar, and T. J. Baiga, Tetrahedron Lett., 37, 2943 (1996); Biginelli reactiion: M. F. Gordeeev, D. V. Patel, and E. M. Gordom, J. Org. Chem., 61, 924 (1996); Mannich reaction: J. J. McNally, M. A. Youngman, and S. L. Dax, Tetrahedron Lett., 39, 967 (1998).
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7. U. Pindur, Arch. Pharm. (Weinheim, Ger.), 317, 502 (1984).
8. Experimental procedure: 4-hydroxy-1-methyl-2-quinolone (0.20 mmol, 35 mg), benzaldehyde (0.30 mmol, 32 mg), and N-acethyltryptamine (0.20 mmol, 40 mg) were added to the reaction vessel and suspended in acetic acid (2.0 mL). The mixture was stirred at 70°C for 20 h. The reaction mixture was evaporated and the residual mixture was purified by silica gel thin layer chromatography (hexane/ethyl acetate = 1/2) to provide 75 mg (0.16 mmol) of SF2809-V.