4-氯-7-三氟甲基喹啉合成路线 (共 23 条)
反应条件
hydrogen; triethylamine; palladium on activated charcoal in methanol
参考文献
Cody, Wayne Livingston; Edmunds, Jeremy John; Holsworth, Daniel Dale; Powell, Noel Aaron
Patent: US2004/204455 A1, 2004 ;
Location in patent: Page/Page column 17 ;
反应条件
sulfuric acid 2 h; Irradiation;
参考文献
WO2004/58743 A1, ;
Page/Page column 116-117 ;
WO 2004/058743 A1
反应条件
ammonium chloride in methanol T=70°C;
参考文献
WO2005/33103 A1, ;
Page/Page column 38 ;
参考文献
John Wyeth and Brother Limited
Patent: US3971789 A1, 1976 ;
反应条件
sodium hydroxide in hydrogenchloride; water; benzene
参考文献
Science Union et Cie, Societe Francaise de Recherche Medicale
Patent: US4259335 A1, 1981 ;
反应条件
sodium azide in ethanol; water
Heating;
参考文献
Kamiya; Sueyoshi; Miyahara; Yanagimachi; Nakashima
Chemical and pharmaceutical bulletin, 1980 , vol. 28, # 5 p. 1485 - 1490
反应条件
1.1: 90 percent / hydrogen; triethylamine / palladium on carbon / methanol
2.1: various solvent(s) / 2 h / 150 °C / cooling
2.2: 77 percent / Heating
3.1: 82 percent / REDAL / tetrahydrofuran; toluene / 4 h / -20 °C
4.1: 100 percent / hydrobromic acid; acetic acid / 4 h / 70 °C
View Scheme
参考文献
Cody, Wayne L.; Holsworth, Daniel D.; Powell, Noel A.; Jalaie, Mehran; Zhang, Erli; Wang, Wei; Samas, Brian; Bryant, John; Ostroski, Robert; Ryan, Michael J.; Edmunds, Jeremy J.
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 1 p. 59 - 68
反应条件
1.1: 90 percent / hydrogen; triethylamine / palladium on carbon / methanol
2.1: various solvent(s) / 2 h / 150 °C / cooling
2.2: 77 percent / Heating
3.1: 82 percent / REDAL / tetrahydrofuran; toluene / 4 h / -20 °C
4.1: 100 percent / hydrobromic acid; acetic acid / 4 h / 70 °C
5.1: 99 percent / sodium azide / dimethylformamide / 16 h / 75 °C
View Scheme
参考文献
Cody, Wayne L.; Holsworth, Daniel D.; Powell, Noel A.; Jalaie, Mehran; Zhang, Erli; Wang, Wei; Samas, Brian; Bryant, John; Ostroski, Robert; Ryan, Michael J.; Edmunds, Jeremy J.
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 1 p. 59 - 68
反应条件
n-butyllithium; diisopropylamine
1) THF, hexane, -70 to -60 deg C, 20 min, 2) r.t., overnight; Yield given. Multistep reaction;
参考文献
Cale Jr.; Gero; Walker; Lo; Welstead Jr.; Jaques; Johnson; Leonard; Nolan
Journal of Medicinal Chemistry, 1989 , vol. 32, # 9 p. 2178 - 2199
反应条件
T=100 - 155°C; 5.5 h;
参考文献
Cheng, Jianjun; Zeidan, Ryan; Mishra, Swaroop; Liu, Aijie; Pun, Suzie H.; Kulkarni, Rajan P.; Jensen, Gregory S.; Bellocq, Nathalie C.; Davis, Mark E.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 22 p. 6522 - 6531