Synthesis of 4-trifluoromethylpyrido[1,2-a]pyrimidin-2-ones utilizing activated alkynoates

被引：32
|
作者：
Harriman, GCB [1 ]
Chi, S [1 ]
Zhang, M [1 ]
Crowe, A [1 ]
Bennett, RA [1 ]
Parsons, I [1 ]
机构：
[1] Millennium Pharmaceut Inc, Cambridge, MA 02139 USA
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 18期
关键词：
D O I：
10.1016/S0040-4039(03)00700-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of the biologically relevant, 4-trifluoromethylpyrido[1,2-a]pyrimidin-2-one 7, is reported. Addition of substituted 2-aminopyridines 5 to activated alkynoates leads to the facile formation of a series of metabolically stable trifluoromethyl substituted pyrido[1,2-a]pyrimidines under mild conditions. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3659 / 3662
页数：4
相关论文
共 50 条
  • [21] A new synthesis of pyrido[4,3-d]pyrimidin-2-ones
    Fesenko, A. A.
    Shutalev, A. D.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (06) : 949 - 951
  • [22] SYNTHESIS OF N-(2-PYRIDYL)CYANOACETAMIDES AND 4-AMINO-2H-PYRIDO-[1,2-A]PYRIMIDIN-2-ONES FROM ETHYL CYANOACETATE AND 2-AMINOPYRIDINE
    DOROKHOV, VA
    BARANIN, SV
    DIB, A
    BOGDANOV, VS
    YAKOVLEV, IP
    STASHINA, GA
    ZHULIN, VM
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1990, 39 (09): : 1918 - 1923
  • [23] Concise synthesis of rare pyrido[1,2-a]pyrimidin-2-ones and related nitrogen-rich bicyclic scaffolds with a ring-junction nitrogen
    Alanine, T. A.
    Galloway, W. R. J. D.
    Bartlett, S.
    Ciardiello, J. J.
    McGuire, T. M.
    Spring, D. R.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (03) : 1031 - 1038
  • [24] One-Pot Synthesis of Benzo[4,5]imidazo[1,2-a]pyrimidin-2-ones Using a Hybrid Catalyst Supported on Magnetic Nanoparticles in Green Solvents
    Moussa, Alkassoume
    Rahmati, Abbas
    CHEMISTRYOPEN, 2021, 10 (08) : 764 - 774
  • [25] Pyrido[1,2-a]pyrimidin-4-ones as antiplasmodial falcipain-2 inhibitors
    Mane, U. R.
    Li, H.
    Huang, J.
    Gupta, R. C.
    Nadkarni, S. S.
    Giridhar, R.
    Naik, P. P.
    Yadav, M. R.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (21) : 6296 - 6304
  • [26] SYNTHESIS AND REACTIONS OF 2,3-CYCLOALKYLENE-4 H-PYRIDO[1,2-A] PYRIMIDIN-4-ONES
    BERNATH, G
    FULOP, F
    HERMECZ, I
    MESZAROS, Z
    TOTH, G
    MAGYAR KEMIAI FOLYOIRAT, 1981, 87 (07): : 293 - 301
  • [27] Regioselective Synthesis of 7,8-Dihydropyrrolo[1,2-a]pyrimidin-4(6H)-ones and 7,8-Dihydropyrrolo[1,2-a]pyrimidin-2(6H)-ones
    Donghi, Monica
    Pesci, Silvia
    Summa, Vincenzo
    Koch, Uwe
    Spieser, Stephane
    Gardelli, Cristina
    SYNLETT, 2010, (02) : 235 - 239
  • [28] SYNTHESIS OF SOME SUBSTITUTED PYRIDO[1,2-A]PYRIMIDIN-4-ONES AND 1,8-NAPHTHYRIDINES
    FERRARINI, PL
    MORI, C
    LIVI, O
    BIAGI, G
    MARINI, AM
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (04) : 1053 - 1057
  • [29] Microwave assisted synthesis of dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4-ones; synthesis, in vitro antimicrobial and anticancer activities of novel coumarin substituted dihydrobenzo[4,5]imidazo [1,2-a]pyrimidin-4-ones
    Puttaraju, Kallimeledoddi B.
    Shivashankar, Kalegowda
    Chandra
    Mahendra, M.
    Rasal, Vijaykumar P.
    Vivek, Ponnuru N. Venkata
    Rai, Khushboo
    Chanu, Maibam Beebina
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 69 : 316 - 322
  • [30] A Three-Component Synthesis of trifluoromethylated hexahydropyrrolo[1,2-a]imidazol-5-ones and hexahydropyrrolo[1,2-a]pyrimidin-6-ones
    Goryaeva, Marina, V
    Fefelova, Olesya A.
    Burgart, Yanina, V
    Ezhikova, Marina A.
    Kodess, Mikhail, I
    Slepukhin, Pavel A.
    Triandafilova, Galina A.
    Solodnikov, Sergey Yu
    Krasnykh, Olga P.
    Saloutin, Victor, I
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2022, 58 (8-9) : 421 - 431
12345