Triazolo[4,5-d]pyrimidines. X. Halogen-Metal Exchange Reaction of 7-Halo-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidines with Butyllithium

書誌事項

公開日
1991-11-25
公開者
公益社団法人日本薬学会

この論文をさがす

説明

The amino group at the 7-position on the 3H-1,2,3-triazolo[4,5-d]pyrimidine ring was converted into halogen atoms by treatment with isopentyl nitrite in halomethanes, in satisfactory yields. The halogen-metal exchange reaction between 7-iodo-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (2) and butyllithium in the presence of N, N, N', N'-tetramethylethylenediamine proceeded, giving the 7-lithio compound (9). The lithio compound (9) reacted smoothly with electrophiles to give the corresponding 7-substituted compounds (15-18). On the other hand, the reaction of 7-chloro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (1) with butyllithium gave the ring fission product, 5-amino-1-phenyl-1H-1,2,3-triazole-4-carbonitrile (14).

収録刊行物

キーワード

詳細情報 詳細情報について

  • CRID
    1570009752554887936
  • NII論文ID
    110003628970
  • NII書誌ID
    AA00602100
  • ISSN
    00092363
  • 本文言語コード
    en
  • データソース種別
    • CiNii Articles

問題の指摘

ページトップへ