Substituted 1,3,5-triazines as cholesteryl ester transfer protein inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 7, 1996, Pages 919-922

  Xia, Yan ^a   Mirzai, Bita ^a   Chackalamannil, Samuel ^a   Czarniecki, Michael ^a   Wang, Suke ^a   Clemmons, Anthony ^a   Ahn, Ho Sam ^a   Boykow, George C ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHOLESTEROL ESTER TRANSFER PROTEIN; TRIAZINE DERIVATIVE;

ARTICLE; ATHEROSCLEROSIS; DRUG SYNTHESIS; ENZYME INHIBITION; PROTEIN TRANSPORT; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

EID: 0029978274     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00145-X     Document Type: Article

References (20)

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13. For reviews on Pd-mediated cross coupling reactions with various organometallic reagents, see: Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508; Negishi, E.-I. Acc. Chem. Res. 1982, 15, 340; Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117; Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457; Undheim, K.; Benneche, T. Acta Chem. Scand. 1993, 47, 102; Kalinin, V. N. Synthesis 1992, 413.
14. For reviews on Pd-mediated cross coupling reactions with various organometallic reagents, see: Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508; Negishi, E.-I. Acc. Chem. Res. 1982, 15, 340; Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117; Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457; Undheim, K.; Benneche, T. Acta Chem. Scand. 1993, 47, 102; Kalinin, V. N. Synthesis 1992, 413.
15. For reviews on Pd-mediated cross coupling reactions with various organometallic reagents, see: Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508; Negishi, E.-I. Acc. Chem. Res. 1982, 15, 340; Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117; Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457; Undheim, K.; Benneche, T. Acta Chem. Scand. 1993, 47, 102; Kalinin, V. N. Synthesis 1992, 413.
16. For reviews on Pd-mediated cross coupling reactions with various organometallic reagents, see: Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508; Negishi, E.-I. Acc. Chem. Res. 1982, 15, 340; Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117; Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457; Undheim, K.; Benneche, T. Acta Chem. Scand. 1993, 47, 102; Kalinin, V. N. Synthesis 1992, 413.
17. For reviews on Pd-mediated cross coupling reactions with various organometallic reagents, see: Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508; Negishi, E.-I. Acc. Chem. Res. 1982, 15, 340; Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117; Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457; Undheim, K.; Benneche, T. Acta Chem. Scand. 1993, 47, 102; Kalinin, V. N. Synthesis 1992, 413.
18. 3): δ 1.48 (s, 9 H), 3.11-3.19 (m, 4 H), 3.42-3.49 (m, 4 H), 3.74-3.81 (m, 4 H), 3.77 (s, 2 H), 3.89-3.98 (m, 4 H), 6.86 (d, 2 H, J = 9.0 Hz), 7.22 (d, 2 H, J = 8.9 Hz), 7.25 (d, 2 H, J = 9 Hz), 7.31 (d, 2 H, J = 9 Hz); FAB MS 584 (100%); Anal. (C29H35N7O2Cl2) C, H, N.
19. There was a recent report of Pd-mediated coupling reactions of phenylboronic acid to 2-substituted 4,6-dichloro-l,3,5-triazines: Janietz, D.; Bauer, M. Synthesis 1993, 33.
20. The zinc reagent was prepared by Knochel's procedure: Berk, S. C.; Knochel, P.; Yeh, M. C. P. J. Org. Chem. 1988, 55, 5789.