3-(1-环己烯-1-基)-1H-吲哚-6-羧酸合成路线 （共 12 条）
反应条件
1: H2 / Pd(OH)2/C / methanol; tetrahydrofuran / 24 h / 20 °C / 2844.31 Torr 2: 21.90 g / K2CO3 / dimethylformamide / 20 °C View Scheme
参考文献
Harper, Steven; Pacini, Barbara; Avolio, Salvatore; Di Filippo, Marcello; Migliaccio, Giovanni; Laufer, Ralph; De Francesco, Raffaele; Rowley, Michael; Narjes, Frank
Journal of Medicinal Chemistry, 2005 , vol. 48, # 5 p. 1314 - 1317
反应条件
ammonium formate; palladium 10 on activated carbon in ethanol T=50°C; 4 h;
参考文献
ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA
Patent: WO2006/29912 A1, 2006 ;
Location in patent: Page/Page column 21-22 ;
反应条件
1: H2 / Pd(OH)2/C / methanol; tetrahydrofuran / 24 h / 20 °C / 2844.31 Torr 2: 21.90 g / K2CO3 / dimethylformamide / 20 °C 3: 71 percent / pyridine tribromide / tetrahydrofuran; CHCl3 / 2.5 h / 0 - 20 °C View Scheme
参考文献
Harper, Steven; Pacini, Barbara; Avolio, Salvatore; Di Filippo, Marcello; Migliaccio, Giovanni; Laufer, Ralph; De Francesco, Raffaele; Rowley, Michael; Narjes, Frank
Journal of Medicinal Chemistry, 2005 , vol. 48, # 5 p. 1314 - 1317
反应条件
1: With sodium methylate in methanol
17 h; Heating / reflux;
2: With hydrogenchloride in methanol; water
pH=1;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO KG
Patent: WO2004/65367 A1, 2004 ;
Location in patent: Page 110 ;
WO 2004/065367 A1
反应条件
1: With sodium methylate in methanol
T=20°C; 8.75 h; Heating / reflux;
2: With hydrogenchloride; water in water
T=0°C; pH=1;
参考文献
ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA
Patent: WO2006/29912 A1, 2006 ;
Location in patent: Page/Page column 21 ;
反应条件
1: With sodium methylate in methanol
T=22°C; 18.1667 h; Heating / reflux;
2: With hydrogenchloride in water
参考文献
Bristol-Myers Squibb Company
Patent: US2007/78122 A1, 2007 ;
Location in patent: Page/Page column 174 ;
US 20070078122 A1
反应条件
1: With sodium methylate in methanol
T=22°C; Heating / reflux;
2: With hydrogenchloride in water
参考文献
Bristol-Myers Squibb Company
Patent: US2007/275947 A1, 2007 ;
Location in patent: Page/Page column 3; 32 ;
US 20070275947 A1
反应条件
1: With water; potassium hydroxide in methanol
T=75°C; 18 h;
2: With acetic acid in water
pH=6;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2009/147121 A1, 2009 ;
Location in patent: Page/Page column 65 ;
WO 2009/147121 A1
反应条件
in methanol; water; cyclohexanone
参考文献
Boehringer Ingelheim (Canada) Ltd.
Patent: US2003/176433 A1, 2003 ;
反应条件
1: H2 / Pd(OH)2/C / methanol; tetrahydrofuran / 24 h / 20 °C / 2844.31 Torr
2: 21.90 g / K2CO3 / dimethylformamide / 20 °C
3: 71 percent / pyridine tribromide / tetrahydrofuran; CHCl3 / 2.5 h / 0 - 20 °C
4: 88 percent / LiCl; Na2CO3; Pd(PPh3)4 / toluene; ethanol; H2O / 80 °C
View Scheme
参考文献
Harper, Steven; Pacini, Barbara; Avolio, Salvatore; Di Filippo, Marcello; Migliaccio, Giovanni; Laufer, Ralph; De Francesco, Raffaele; Rowley, Michael; Narjes, Frank
Journal of Medicinal Chemistry, 2005 , vol. 48, # 5 p. 1314 - 1317
