Polycyclic N-Heterocyclic Compounds, Part 72: Reaction of N-([1]Benzofuro (or Benzothieno)[3,2-d]pyrimidin-4-yl)formamidine and N-(Pyrido[2,3-d]pyrimidin-4-yl)formamidine Derivatives with Hydroxylamine Hydrochloride

被引:1
|
作者
Okuda, Kensuke [1 ]
Tsuchie, Kiyoko [2 ]
Hirota, Takashi [2 ]
机构
[1] Gifu Pharmaceut Univ, Lab Med & Pharmaceut Chem, Gifu 5011196, Japan
[2] Okayama Univ, Fac Pharmaceut Sci, Lab Pharmaceut Chem, Kita Ku, Okayama 7008530, Japan
关键词
AMIDE OXIME DERIVATIVES; N-(QUINAZOLIN-4-YL)AMIDINE DERIVATIVES;
D O I
10.1002/jhet.850
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of N-([1]benzofuro[3,2-d]pyrimidin-4-yl)formamidines with hydroxylamine hydrochloride gave rearranged cyclization products via ring cleavage of the pyrimidine component accompanied by a ring closure of the 1,2,4-oxadiazole to give N-[2-([1,2,4]oxadiazol-5-yl)[1]benzofuran-3-yl)formamide oximes. N-([1]Benzothieno[3,2-d]pyrimidin-4-yl)formamidines and N-(pyrido[2,3-d]pyrimidin-4-yl)formamidines with hydroxylamine hydrochloride gave similar results.
引用
收藏
页码:755 / 762
页数:8
相关论文
共 50 条
  • [1] 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
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (03) : 880 - 887
  • [2] N-(pyrimidin-4-yl) and N-(pyridin-2-yl) phenylalanine derivatives as VLA-4 integrin antagonists
    Porter, JR
    Archibald, SC
    Brown, JA
    Childs, K
    Critchley, D
    Head, JC
    Hutchinson, B
    Parton, TAH
    Robinson, MK
    Shock, A
    Warrellow, GJ
    Zomaya, A
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (12) : 1595 - 1598
  • [3] Polycyclic N-heterocyclic compounds.: 56 -: reaction of N-(5,6-dihydro[1]benzoxepino[5,4-d]pyrimidin-4-yl)amidine or its amide oxime derivatives with hydroxylamine hyrdochloride
    Sasaki, K
    Zhang, YX
    Okuda, K
    Hirota, T
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (02) : 425 - 429
  • [4] Polycyclic N-heterocyclic compounds.: 55.: A novel reaction of N-(5,6-dihydro[1]benzothiepino[5,4-d]pyrimidin-4-yl)amidine or its amide oxime derivatives with hydroxylamine
    Zhang, YX
    Sasaki, K
    Hirota, T
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (03) : 787 - 791
  • [5] N-[5-(1-naphthyl)pyrimidin-4-yl]acetamide oxime
    Okuda, Kensuke
    Watanabe, Hiromi
    Hirota, Takashi
    Ishida, Hiroyuki
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O195 - O196
  • [6] N-(2-{[5-Bromo-2-(piperidin-1-yl)pyrimidin-4-yl]sulfanyl}-4-methoxyphenyl)benzenesulfonamide
    Kumar, Mohan
    Mallesha, L.
    Sridhar, M. A.
    Kapoor, Kamini
    Gupta, Vivek K.
    Kant, Rajni
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O3209 - +
  • [7] Polycyclic N-Heterocyclic Compounds. Part 62: Reaction of N-(Quinazolin-4-yl)amidine Derivatives with Hydroxylamine Hydrochloride and Anti-platelet Aggregation Activity of the Products
    Okuda, Kensuke
    Zhang, Ying-Xue
    Ohtomo, Hiromi
    Hirota, Takashi
    Sasaki, Kenji
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (03) : 369 - 374
  • [8] N-(2-{[5-Bromo-2-(piperidin-1-yl)-pyrimidin-4-yl]sulfanyl}-4-methoxy-phenyl)-4-methylbenzenesulfonamide
    Kumar, Mohan
    Mallesha, L.
    Sridhar, M. A.
    Kapoor, Kamini
    Gupta, Vivek K.
    Kant, Rajni
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2831 - +
  • [9] N-(2-{[5-Bromo-2-(morpholin-4-yl)-pyrimidin-4-yl]sulfanyl}-4-methoxy-phenyl)-4-methylbenzenesulfonamide
    Kant, Rajni
    Gupta, Vivek K.
    Kapoor, Kamini
    Kumar, Mohan
    Mallesha, L.
    Sridhar, M. A.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02590 - +
  • [10] N-(2-{[5-Bromo-2-(morpholin-4-yl)-pyrimidin-4-yl]sulfanyl}-4-methoxy-phenyl)-4-chlorobenzenesulfonamide
    Kumar, Mohan
    Mallesha, L.
    Sridhar, M. A.
    Kapoor, Kamini
    Gupta, Vivek K.
    Kant, Rajni
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2800 - +