A Green Synthesis of 7-amino-5-(4-aroyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile Derivatives by a One-pot Three-component Reaction

被引：12

作者：

Javahershenas, Ramin ^{[1
]}

Khalafy, Jabbar ^{[1
]}

机构：

[1] Urmia Univ, Dept Chem, Orumiyeh 5756151818, Iran

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2017年 / 54卷 / 06期

关键词：

INHIBITORS; ANALOGS;

D O I：

10.1002/jhet.2930

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of polyfunctionalized 7-amino-5-(4-aroyl)-,3-dimethyl-2,4-dioxo-,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile derivatives by a green approach was achieved via one pot three-component reaction of arylglyoxals, malononitrile, and 1,3-dimethyl-6-aminouracil in the presence of urea as organocatalyst in EtOH:H2O (1:1) at 60 degrees C. This protocol provides a mild and fast procedure to structurally diverse bicyclic pyridopyrimidines in good to excellent yields.

引用

收藏

页码：3163 / 3168

页数：6

相关论文

共 28 条

[1] Diblydropyrido[2,3-d]pyrimidines as a new class of antfleishmanial agents [J].

Agarwal, A ;

Ramesh ;

Ashutosh ;

Goyal, N ;

Chauhan, PMS ;

Gupta, S .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (24) :6678-6684

[2] Microwave-assisted synthesis of pyrimidine libraries [J].

Bagley, MC ;

Hughes, DD ;

Lubinu, MC ;

Merritt, EA ;

Taylor, PH ;

Tomkinson, NCO .

QSAR & COMBINATORIAL SCIENCE, 2004, 23 (10) :859-867

[3] ANTIHYPERTENSIVE ACTIVITY OF 6-ARYLPYRIDO[2,3-D]PYRIMIDIN-7-AMINE DERIVATIVES [J].

BENNETT, LR ;

BLANKLEY, CJ ;

FLEMING, RW ;

SMITH, RD ;

TESSMAN, DK .

JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (04) :382-389

[4]

BYSTRYAKOVA ID, 1991, KHIM FARM ZH+, V25, P31

[5]

DAVE C G, 1986, Indian Journal of Pharmaceutical Sciences, V48, P75

[6] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 6,7-ANNULATED PYRIDO[2,3-D]PYRIMIDINES [J].

DONKOR, IO ;

KLEIN, CL ;

LIANG, L ;

ZHU, NJ ;

BRADLEY, E ;

CLARK, AM .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1995, 84 (05) :661-664

[7]

Elansary A. K., 2014, J CHEM RES, V38

[8]

Furuay S., 1994, Eur Pat Appl, Patent No. EP608565

[9] Design, Synthesis, and Molecular Modeling of Novel Pyrido[2,3-d]pyrimidine Analogues As Antifolates; Application of Buchwald-Hartwig Aminations of Heterocycles [J].

Gangjee, Aleem ;

Namjoshi, Ojas A. ;

Raghavan, Sudhir ;

Queener, Sherry F. ;

Kisliuk, Roy L. ;

Cody, Vivian .

JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (11) :4422-4441

[10] NITROGEN BRIDGEHEAD COMPOUNDS .44. NEW ANTIALLERGIC 4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES .4. [J].

HERMECZ, I ;

HORVATH, A ;

MESZAROS, Z ;

DEVOS, C ;

RODRIGUEZ, L .

JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (10) :1253-1259