Synthesis of 4-(2-(piperazin-1-yl)-7,8-dihydro-5H-thiopyrano[4,3-d] pyrimidin-4-yl)morpholine and 4-morpholino-2-(piperazin-1-yl)-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine 6,6-dioxide

被引：1

作者：

Xu, Shan ^{[1
]}

Sun, Chengyu ^{[1
]}

Lei, Fei ^{[1
]}

Tu, Yuanbiao ^{[1
]}

Zeng, Weipeng ^{[1
]}

Xia, Hui ^{[1
]}

Zheng, Pengwu ^{[1
]}

Zhu, Wufu ^{[1
]}

机构：

[1] Jiangxi Sci & Technol Normal Univ, Sch Pharm, Nanchang 330013, Peoples R China

来源：

MATERIAL SCIENCE, CIVIL ENGINEERING AND ARCHITECTURE SCIENCE, MECHANICAL ENGINEERING AND MANUFACTURING TECHNOLOGY II | 2014年 / 651-653卷

关键词：

PI3K/mTOR ihhibitors; Thiopyrano[4,3-d]pyrimidine derivatives; Synthesis;

D O I：

10.4028/www.scientific.net/AMM.651-653.111

中图分类号：

TU [建筑科学];

学科分类号：

0813 ;

摘要：

Two novel thiopyrano[4,3-d]pyrimidine derivatives 7 and 8 were synthesized from dimethyl 3,3'-thiodipropanoate through six steps including two times of cyclization, chlorination, oxidation, substitution with morpholine and piperazine and their structures were confirmed by H-1 NMR and MS spectrum. The total yield of the six steps was 18.6% (calculated from methyl dimethyl 3,3'-thiodipropanoate). The synthetic routes of them can be used to synthesize PI3K/mTOR inhibitors bearing a thiopyrano[4,3-d] pyrimidine nucleus.

引用

页码：111 / 114

页数：4

共 50 条

[21] 2-{2-[4-(4-Fluorophenyl)piperazin-1-yl]-2-oxoethyl}-6-(morpholin-4-yl)-4-phenylpyridazin-3(2H)-one
Aydin, Abdullah
Sukuroglu, Murat
Akkurt, Mehmet
Buyukgungor, Orhan
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O666 - U2159
[22] Synthesis of 2-[4-(4-Chlorophenyl)piperazin-1-yl]-2-methylpropanoic Acid Ethyl Ester
Pati, Hari N.
Mishra, Bijay K.
Satam, Vijay S.
MOLBANK, 2009, (03)
[23] 2-[4-(4-Methylphenylsulfonyl)piperazin-1-yl]-1-(4,5,6,7-tetrahydrothieno[3,2-c]-pyridin-5-yl)ethanone
Niu, Duan
Huang, Shu-Yun
Wang, Ping-Bao
Liu, Deng-Ke
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O2134 - U1401
[24] Synthesis and Biological Activity of (2-Substituted-4-methylthiazol-5-yl) (4-substituted piperazin-1-yl) methanone Derivatives
Mhaske, Pravin C.
Shelke, Shivaji H.
Raundal, Hemant N.
Jadhav, Rahul P.
JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2014, 58 (01): : 62 - 67
[25] 1-[4-(4-Nitrophenyl)piperazin-1-yl]-2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)ethanone
Mu, Shuai
Yang, Miao
Liu, Deng-Ke
Liu, Chang-Xiao
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O2762 - U2103
[26] 3-(Adamantan-1-yl)-4-methyl-1-({4-[3( trifluoromethyl) phenyl] piperazin-1-yl}methyl)- 4,5-dihydro-1H-1,2,4-triazole-5thione
El-Emam, Ali A.
Al-Tamimi, Abdul-Malek S.
Alrashood, Khalid A.
Ng, Seik Weng
Tiekink, Edward R. T.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O695 - +
[27] New antiprotozoal agents: Synthesis and biological evaluation of different 4-(7-chloroquinolin-4-yl) piperazin-1-yl)pyrrolidin-2-yl) methanone derivatives
Ansari, Mohammad Fawad
Hayat, Faisal
Inam, Afreen
Kathrada, Fatima
van Zyl, Robyn L.
Coetzee, Maureen
Ahmad, Kamal
Shin, Dongyun
Azam, Amir
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (03) : 460 - 465
[28] 2-phenyl-4(5)-(1-[4-(pyrimidin-2-yl)piperazin-1-yl]) methyl imidazole and related compounds as selective antagonists at cloned human D4 receptors.
Thurkauf, A
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 213 : 159 - MEDI
[29] 3-Phenyl-2-(pyrrolidin-1-yl)-5,6-dihydro-8H-thiopyrano[4′,3′:4,5]thieno[2,3-d]pyrimidin-4(3H)-one
Meng, Shuang-Ming
Xie, Hai
Fan, Yue-Qin
Jing, Bu-qin
Guo, Yong
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O2403 - U1099
[30] S(-)-4-[4-[2-(isochroman-1-yl)ethyl]piperazin-1-yl]benzenesulfonamide, U-101387, a selective dopamine D-4 antagonist.
TenBrink, RE
Bergh, CL
Ray, SJ
Lahti, RA
Smith, MW
Lawson, CF
Schlachter, ST
Ennis, MD
Lin, CH
Romero, AG
Duncan, JN
Rees, S
Harris, D
Sih, JC
Huff, RM
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 211 : 114 - MEDI

← 1 2 3 4 5 →