Synthesis of fluorinated pyridines by the balz-schiemann reaction. An alternative route to enoxacin, a new antibacterial pyridonecarboxylic acid
作者:Jun-Ichi Matsumoto、Teruyuki Miyamoto、Akira Minamida、Yoshiro Nishimura、Hiroshi Egawa、Haruki Nishimura
DOI:10.1002/jhet.5570210309
日期:1984.5
Fluorination of the 2,6-disubstituted 3-aminopyridines 5 and 12 by the Balz-Schiemann reaction is described. 2,6-Dichloro-3-pyridinediazonium tetrafluoroborate (6) and 2-substituted 6-acetylamino-3-pyridinediazonium tetrafluoroborates 13 were heated with or without a solvent to give the corresponding fluorinated pyridines 7 and 14, respectively, in good yields. 2-Substituted 6-acetylamino-3-fluoropyridines
描述了通过Balz-Schiemann反应对2,6-二取代的3-氨基吡啶5和12的氟化。2,6-二氯-3- pyridinediazonium四氟硼酸盐(6)和2-取代的6-乙酰氨基-3- pyridinediazonium四氟硼酸盐13用或不用溶剂加热,得到相应的氟化吡啶7和14分别,以良好产率。通过已知方法将2-取代的6-乙酰氨基-3-氟吡啶(14)转化为一系列的7-取代的1-乙基-6-氟-1,4-二氢-4-氧代-1,8-萘啶- 3-羧酸21包括新的潜在抗菌剂依诺沙星[1-乙基-6-氟-1,4-二氢-4-氧代-7-(1-哌嗪基)-1,8-萘啶-3-羧酸[(2)] 。