Rapid synthesis of tetrahydro-4H-pyrazolo[1,5-a]diazepine-2-carboxylate

被引：22
|
作者：
Cvetovich, RJ [1 ]
Pipik, B [1 ]
Hartner, FW [1 ]
Grabowski, EJJ [1 ]
机构：
[1] Merck & Co Inc, Merck Sharp & Dohme Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 31期
关键词：
aminohydrazines; hydroxyhydrazines; pyrazole formation; pyrazolo-diazepine;
D O I：
10.1016/S0040-4039(03)01417-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Hydrazines condense with dimethyl 2-pyrrolidino-4-oxo-2-pentenedioate in the presence of aq. HCl to form N-substituted pyrazole-3,5-dicarboxylates 2. Complex bicyclic derivatives, such as pyrazolo-oxazine 3a, pyrazolo-oxazepine 3b, pyrazolopyrazine 4a, and pyrazolo-diazepine 4b, were generated using 2-hydrazinoethanol, 3-hydrazinopropanol, 2-hydrazinoethylamine, and 3-hydrazinopropylamine. (C) 2003 Elsevier Ltd. All rights reserved.
引用
下载
收藏
页码：5867 / 5870
页数：4
相关论文
共 50 条
  • [21] The synthesis of new pyrazolo[1,5-a]pyrimidine derivatives
    Marjani, Ahmad Poursattar
    Khalafy, Jabbar
    Salami, Fatemeh
    Ezzati, Mahnaz
    ARKIVOC, 2015, : 277 - 286
  • [22] Synthesis of some new pyrazolo[1,5-a]pyrimidines
    Ahmed, Sayed A.
    Abdelhamid, Abdou O.
    El-Ghandour, Ahmed H. H.
    Mohamed, Mahmoud A.
    Mohamed, Basant M.
    JOURNAL OF CHEMICAL RESEARCH, 2008, (01) : 26 - 31
  • [23] SYNTHESIS IN FIELD OF PYRAZOLO(1,5-A)-SYM TRIAZINES
    VOGEL, A
    CHIMIA, 1972, 26 (06) : 319 - &
  • [24] SYNTHESIS OF BIOISOSTERIC PYRAZOLO[1,5-A]PYRIMIDINES AS LEISHMANICIDES
    RAM, VJ
    HAQUE, N
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1995, 34 (06): : 514 - 520
  • [25] Synthesis of Pyrazolo[1,5-a]pyridinyl, Pyrazolo[1,5-a]quinolinyl, and Pyrazolo[5,1-a]isoquinolinyl Sulfonyl Fluorides via a [3+2] Annulation
    Wu, Wen-Qian
    Qin, Hua-Li
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (05): : 3266 - 3276
  • [26] SYNTHESIS OF 1H-PYRAZOLO[3,4-B]PYRIDINE AND PYRAZOLO[1,5-A]PYRIMIDINE
    VANHAVERBEKE, Y
    MAQUESTIAU, A
    VANDENEYNDE, JJ
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (04) : 773 - 777
  • [27] INTRAMOLECULAR NITRILE IMINE CYCLOADDITIONS TO THE ACETYLENIC BOND IN THE SYNTHESIS OF PYRAZOLO[1,5-A][4,1]-BENZOXAZEPINES AND PYRAZOLO[1,5-A][5,1]BENZOXAZOCINES
    BROGGINI, G
    GARANTI, L
    MOLTENI, G
    ZECCHI, G
    HETEROCYCLES, 1994, 38 (07) : 1601 - 1607
  • [28] Synthesis of 1-(arylsulfonyl)pyrazolo[1,5-a]pyridines
    Mamedov, S. A.
    Shakhgel'dieva, L. M.
    Mamedova, S. I.
    Ladokhina, N. P.
    Guseinov, I. Sh.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (10) : 1382 - 1383
  • [29] Synthesis of 1-(arylsulfonyl)pyrazolo[1,5-a]pyridines
    S. A. Mamedov
    L. M. Shakhgel’dieva
    S. I. Mamedova
    N. P. Ladokhina
    I. Sh. Guseinov
    Russian Journal of Organic Chemistry, 2012, 48 : 1382 - 1383
  • [30] Synthesis of 1-(p-tosyl)pyrazolo[1,5-a]-pyrimidines and pyrazolo [1,5-c]-[1,2,4]triazine derivatives
    Abdel-Razik, HH
    Fadda, AA
    SYNTHETIC COMMUNICATIONS, 2001, 31 (22) : 3547 - 3556
12345