A convenient synthesis of trisubstituted pyrido[2,3-d]pyrimidin-7-ones

被引:23
作者
Kasparec, J
Adams, JL
Sisko, J
Silva, DJ
机构
[1] GlaxoSmithKline, Dept Med Chem, Collegeville, PA 19426 USA
[2] GlaxoSmithKline, Dept Synthet Chem, King Of Prussia, PA 19406 USA
关键词
D O I
10.1016/S0040-4039(03)00974-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel, highly efficient and scalable route for the synthesis of trisubstituted pyrido[2,3-d]pyrimidin-7-ones was developed. The target compounds were synthesized in five steps from readily available reagents in about 40% overall yield. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4567 / 4570
页数:4
相关论文
共 9 条
[1]   Pyrido[2,3-d]pyrimidin-7-one inhibitors of cyclin-dependent kinases [J].
Barvian, M ;
Boschelli, DH ;
Cossrow, J ;
Dobrusin, E ;
Fattaey, A ;
Fritsch, A ;
Fry, D ;
Harvey, P ;
Keller, P ;
Garrett, M ;
La, F ;
Leopold, W ;
McNamara, D ;
Quin, M ;
Trumpp-Kallmeyer, S ;
Toogood, P ;
Wu, ZP ;
Zhang, EL .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (24) :4606-4616
[2]   Synthesis and tyrosine kinase inhibitory activity of a series of 2-amino-8H-pyrido[2,3-d]pyrimidines:: Identification of potent, selective platelet-derived growth factor receptor tyrosine kinase inhibitors [J].
Boschelli, DH ;
Wu, ZP ;
Klutchko, SR ;
Showalter, HDH ;
Hamby, JM ;
Lu, GH ;
Major, TC ;
Dahring, TK ;
Batley, B ;
Panek, RL ;
Keiser, J ;
Hartl, BG ;
Kraker, AJ ;
Klohs, WD ;
Roberts, BJ ;
Patmore, S ;
Elliott, WL ;
Steinkampf, R ;
Bradford, LA ;
Hallak, H ;
Doherty, AM .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (22) :4365-4377
[3]   ENANTIOSELECTIVE CATALYTIC EPOXIDATION OF CINNAMATE ESTERS [J].
JACOBSEN, EN ;
DENG, L ;
FURUKAWA, Y ;
MARTINEZ, LE .
TETRAHEDRON, 1994, 50 (15) :4323-4334
[4]   2-substituted aminopyrido[2,3-d]pyrimidin-7(8H) ones.: Structure-activity relationships against selected tyrosine kinases and in vitro and in vivo anticancer activity [J].
Klutchko, SR ;
Hamby, JM ;
Boschelli, DH ;
Wu, ZP ;
Kraker, AJ ;
Amar, AM ;
Hartl, BG ;
Shen, C ;
Klohs, WD ;
Steinkampf, RW ;
Driscoll, DL ;
Nelson, JM ;
Elliott, WL ;
Roberts, BJ ;
Stoner, CL ;
Vincent, PW ;
Dykes, DJ ;
Panek, RL ;
Lu, GH ;
Major, TC ;
Dahring, TK ;
Hallak, H ;
Bradford, LA ;
Showalter, HDH ;
Doherty, AM .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (17) :3276-3292
[5]   REACTIONS OF URACILS .9. SYNTHESIS AND REACTIONS OF 6-SUBSTITUTED BENZYLAMINO-5-(2-ETHOXYCARBONYLETHENYL)-1,3-DIMETHYLURACILS [J].
MATYUS, P ;
LOWINGER, L ;
WAMHOFF, H .
HETEROCYCLES, 1985, 23 (08) :2057-2064
[6]   THIENO[2,3-D]PYRIMIDINES .1. NEW METHOD FOR PREPARATION OF ESTERS AND AMIDES OF THIENO[2,3-D]PYRIMIDINE-6-CARBOXYLIC ACIDS [J].
SANTILLI, AA ;
KIM, DH ;
WANSER, SV .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1971, 8 (03) :445-&
[7]   DIRECT SYNTHESIS OF Z-UNSATURATED ESTERS - A USEFUL MODIFICATION OF THE HORNER-EMMONS OLEFINATION [J].
STILL, WC ;
GENNARI, C .
TETRAHEDRON LETTERS, 1983, 24 (41) :4405-4408
[8]   FURTHER ACYCLIC ANALOGS OF 5,10-DIDEAZA-5,6,7,8-TETRAHYDROFOLIC ACID [J].
TAYLOR, EC ;
GILLESPIE, P .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (21) :5757-5761
[9]   Synthesis of acyclic nucleoside phosphonates as antiviral compounds [J].
Wormstädt, F ;
Brinckmann, U ;
Gütschow, M ;
Eger, K .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (05) :1187-1191