Nonchromatographic Isolation of 2-Alkyl-2H-1,2,3-Triazoles in the Synthesis of NK3 Receptor Antagonists

被引:1
|
作者
Wang, Huan [1 ]
Yin, Hao [1 ]
机构
[1] GlaxoSmithKline Inc, Chem Dev, King Of Prussia, PA 19406 USA
关键词
AZIDE-ALKYNE CYCLOADDITION; TERMINAL ALKYNES; OXIDATION;
D O I
10.1021/op900320j
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A nonchromatographic isolation of a 2-alkyl-2H-triazole from a 1:1 mixture with the corresponding 1-alkyl-1H isomer was developed in a scalable synthesis of a synthetic intermediate for NK3 receptor antagonists. Based on the fundamental nucleophilicity difference in die isomeric triazoles, this method could he used as a general tactic in the isolation of 2H-triazoles.
引用
收藏
页码:474 / 476
页数:3
相关论文
共 50 条
  • [31] Synthesis of N2-Substituted 1,2,3-Triazoles
    Kunz, Kevin A.
    Springer, Bastian L.
    Klahn, Philipp
    Aldemir, Huelya
    Mohr, Fabian
    Kirsch, Stefan F.
    ORGANIC LETTERS, 2024, 26 (41) : 8816 - 8820
  • [32] Divergent oriented synthesis of 2H-1,2,3-triazoles via rearrangement of furoxanylhydrazones
    Sereda, Vera A.
    Fershtat, Leonid L.
    MENDELEEV COMMUNICATIONS, 2023, 33 (06) : 764 - 766
  • [33] Synthesis and biological activity of glycosyl-1H-1,2,3-triazoles
    Slamova, Kristyna
    Marhol, Petr
    Bezouska, Karel
    Lindkvist, Lise
    Hansen, Signe G.
    Kren, Vladimir
    Jensen, Henrik H.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (14) : 4263 - 4265
  • [34] Synthesis of 4,5-disubstituted-1H-1,2,3-triazoles
    Rocha, Djenisa H. A.
    Pinto, Diana C. G. A.
    Silva, Artur M. S.
    MONATSHEFTE FUR CHEMIE, 2019, 150 (08): : 1479 - 1486
  • [35] Synthesis of 4,5-disubstituted-1H-1,2,3-triazoles
    Djenisa H. A. Rocha
    Diana C. G. A. Pinto
    Artur M. S. Silva
    Monatshefte für Chemie - Chemical Monthly, 2019, 150 : 1479 - 1486
  • [36] SYNTHESIS OF 1,2,3-TRIAZOLES OF 2-SUBSTITUTED 3-PROPARGYLQUINAZOLONES-4
    Akhmadbekovich, Muzaffarov Adil
    INTERNATIONAL JOURNAL OF EARLY CHILDHOOD SPECIAL EDUCATION, 2022, 14 (03) : 3572 - 3576
  • [37] Azoles .14. 1-substituted 1H-1,2,3-triazoles and 1H-thieno[3,2-d]-1,2,3-triazoles and thieno[3',2':5,6]thiopyrano[2,3-d]-1,2,3-triazoles
    Iddon, B
    Nicholas, M
    JOURNAL OF CHEMICAL RESEARCH-S, 1996, (12): : 512 - &
  • [38] FORMATION OF 2H-AZIRINES BY PYROLYSIS OF 1,2,3-TRIAZOLES
    ANDERSON, DJ
    GILCHRIS.TL
    GYMER, GE
    REES, CW
    JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (23): : 1518 - &
  • [39] SYNTHESIS OF 2-HETARYL-6H-PYRAZOLO[3,4-D]-1,2,3-TRIAZOLES
    RANGNEKAR, DW
    DHAMNASKAR, SV
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (06) : 1663 - 1664
  • [40] Herbicidal 2-aryl-1,2,3-triazoles
    Campbell, Matthew
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256