5-氯-2-氨基噻唑[5,4-B]并吡啶合成路线 (共 10 条)
反应条件
1: With bromine; acetic acid T=0 - 20°C; 2: With ammonium hydroxide in water
参考文献
SCHERING CORPORATION; PALANI, Anandan; RAO, Ashwin, U.; CHEN, Xiao; SHAO, Ning; HUANG, Ying, R.; ASLANIAN, Robert, G.
Patent: WO2010/71819 A1, 2010 ;
Location in patent: Page/Page column 103 ;
反应条件
hydrogenchloride in ethanol; water T=100°C; 40 - 45 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; THIBEAULT, Carl; CLARK, Charles, G.; DELUCCA, Indawati; HU, Carol, Hui; JEON, Yoon; LAM, Patrick, Y., S.; QIAO, Jennifer, X.; YANG, Wu; WANG, Yufeng; WANG, Tammy, C.
Patent: WO2014/22349 A1, 2014 ;
Location in patent: Paragraph 00221-00223 ;
反应条件
1: With sulfuric acid T=100°C; 2 h; Inert atmosphere; 2: With sodium hydroxide T=0 - 5°C; pH=7;
参考文献
MERCK SERONO S.A.; SWINNEN, Dominique; JORAND-LEBRUN, Catherine; GRIPPI-VALLOTTON, Tania; GERBER, Patrick; GONZALEZ, Jerome; SHAW, Jeffrey; JEYAPRAKASHNARAYANAN, Seenisamy
Patent: WO2010/100144 A1, 2010 ;
Location in patent: Page/Page column 109 ;
WO 2010/100144 A1
反应条件
bromine in acetic acid T=0°C; 0.666667 h;
参考文献
Tsuruoka, Akihiko; Kaku, Yumiko; Kakinuma, Hiroyuki; Tsukada, Itaru; Yanagisawa, Manabu; Nara, Kazumasa; Naito, Toshihiko
Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 4 p. 623 - 630
参考文献
Tetrahedron, , vol. 44, # 4 p. 1187 - 1194
反应条件
1: iron, calcium chloride / aq. ethanol / 2 h / Heating 2: Br2 / acetic acid / 0 - 5 °C View Scheme
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 30, # 1 p. 302 - 318
反应条件
1: iron; acetic acid / 6 h / 20 °C 2: hydrogenchloride / ethanol; water / 40 - 45 h / 100 °C View Scheme
反应条件
1: aqueous NaOH / 130 - 135 °C 2: acetic acid View Scheme
参考文献
Ueda
Pharmaceutical Bulletin, 1956 , vol. 4, p. 396,401
反应条件
1: HO- / Heating
2: 60 percent / cc. sulfuric acid, sodium sulfite / H2O / 5 h / Heating
View Scheme
参考文献
Okafor; Steenberg; Buckley
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 1 p. 302 - 318
反应条件
1: HO- / Heating
2: 91 percent / cc. sulfuric acid, sodium sulfite / H2O / 1.5 h / Heating
View Scheme
参考文献
Okafor; Steenberg; Buckley
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 1 p. 302 - 318