Synthesis of 4-(Thieno [3, 2-d] pyrimidin-4-yl) Morpholine

被引:0
|
作者
Lei, Huajun [1 ]
Wang, Linxiao [1 ]
Xiong, Yingjia [1 ]
Lan, Zhou [1 ]
机构
[1] Jiangxi Sci & Technol Normal Univ, Sch Pharm, Nanchang 330013, Jiangxi, Peoples R China
关键词
4-(Thieno[3,2-d]pyrimidin-4-yl)morpholine; Synthesis; Intermediate;
D O I
暂无
中图分类号
F [经济];
学科分类号
02 ;
摘要
4-(Thieno[3,2-d]pyrimidin-4-yl)morpholine derivatives is an important intermediate which inhibited tumor necrosis factor alpha and nitric oxide. In this work, a rapid and green synthetic method for compound (5) was established. The compound (5) was synthesized from the commercially available methyl 3-aminothiophene-2-carboxylate and formamidine acetate through three steps including condensation reaction, chlorination, and nucleophilic substitution. The structure was confirmed by H NMR and MS. Furthermore, the total yield of the three steps was 43%.
引用
收藏
页码:599 / 602
页数:4
相关论文
共 50 条
  • [1] Synthesis and antibacterial activity of novel 4-{4-(methylamino)thieno[3,2-d]pyrimidin-2-yl}-benzohydrazide derivatives
    T. Giri
    G. Sailaja
    E. Laxminarayana
    M. Thirumala Chary
    M. Ramesh
    Russian Journal of General Chemistry, 2017, 87 : 1275 - 1280
  • [2] Synthesis and Antibacterial Activity of Novel 4-{4-(Methylamino)thieno[3,2-d]pyrimidin-2-yl}-benzohydrazide Derivatives
    Giri, T.
    Sailaja, G.
    Laxminarayana, E.
    Chary, M. Thirumala
    Ramesh, M.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (06) : 1275 - 1280
  • [3] Synthesis of new 4-(pyrimidin-4-yl)pyrazol-3-one derivatives
    Sukhanova, Anna A.
    Zuev, Maxim I.
    Prezent, Mikhail A.
    Proshin, Alexey N.
    Baranin, Sergey V.
    Bubnov, Yurii N.
    MENDELEEV COMMUNICATIONS, 2019, 29 (02) : 196 - 197
  • [4] Synthesis of 2-(pyrimidin-4-yl)indoles
    Franco, LH
    Palermo, JA
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2003, 51 (08) : 975 - 977
  • [5] Polycyclic N-Heterocyclic Compounds. Part 84: Reaction of N-(pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4-yl)amidines or N-(pyrido[2′,3′:4,5]furo[3,2-d]pyrimidin-4-yl)amidines with Hydroxylamine Hydrochloride
    Okuda, Kensuke
    Ide, Ryota
    Uramaru, Naoto
    Hirota, Takashi
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (03) : 880 - 887
  • [6] Design and synthesis of (2-(phenylamino)thieno[3,2-d]pyrimidin-4-yl)(3,4,5-trimethoxyphenyl)methanone analogues as potent anti-tubulin polymerization agents
    Tian, Chao
    Chen, Xuanzhen
    Zhang, Zhili
    Wang, Xiaowei
    Liu, Junyi
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 183
  • [7] Discovery of (2-(pyrrolidin-1-yl)thieno[3,2-d]pyrimidin-4-yl) (3,4,5-trimethoxyphenyl)methanone as a novel potent tubulin depolymerizing and vascular disrupting agent
    Tian, Chao
    Wang, Meng
    Shi, Xueqi
    Chen, Xuanzhen
    Wang, Xiaowei
    Zhang, Zhili
    Liu, Junyi
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2022, 238
  • [8] Crystal structure of (E)-4-(6-(4-(2-(pyridin-4-yl)vinyl)phenoxy)pyrimidin-4-yl)morpholine, C21H20N4O2
    Bai, Su-Fen
    Liu, Jia-Xuan
    Li, Shan-Shan
    Tian, Chun-Yu
    La, Xiao-Jin
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2022, 237 (04): : 583 - 585
  • [9] 4-(3-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)thieno[3,2-d]pyrimidine
    Noh, Eun Sun
    Kim, Sung Min
    Song, Yang-Heon
    MOLBANK, 2020, 2020 (02)
  • [10] 3D-QSAR and 3D-QSSR studies of thieno[2,3-d] pyrimidin-4-yl hydrazone analogues as CDK4 inhibitors by CoMFA analysis
    Cai, Bao-qin
    Jin, Hai-xiao
    Yan, Xiao-jun
    Zhu, Peng
    Hu, Gui-xiang
    ACTA PHARMACOLOGICA SINICA, 2014, 35 (01) : 151 - 160