7-甲氧基-2-甲基-1H-吲哚合成路线 （共 13 条）
反应条件
1: collidine / acetonitrile 2: KOH View Scheme
参考文献
Hynes Jr., John; Leftheris, Katerina; Wu, Hong; Pandit, Chennagiri; Chen, Ping; Norris, Derek J.; Chen, Bang-Chi; Zhao, Rulin; Kiener, Peter A.; Chen, Xiaorong; Turk, Lori A.; Patil-Koota, Vina; Gillooly, Kathleen M.; Shuster, David J.; McIntyre, Kim W.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 17 p. 2399 - 2402
反应条件
lithium aluminium tetrahydride in tetrahydrofuran; 1,4-dioxane
T=0°C; 16 h; Reflux;
参考文献
IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin
Patent: WO2012/88469 A1, 2012 ;
Location in patent: Page/Page column 131 ;
WO 2012/088469 A1
反应条件
lithium aluminium tetrahydride in tetrahydrofuran; 1,4-dioxane
T=0°C; 21 h; Reflux;
参考文献
IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin
Patent: WO2012/88469 A1, 2012 ;
Location in patent: Page/Page column 134 ;
WO 2012/088469 A1
反应条件
1: in tetrahydrofuran
T=-55°C; 1 h;
2: With water; ammonium chloride in tetrahydrofuran
参考文献
GLAXO GROUP LIMITED
Patent: WO2009/49113 A1, 2009 ;
Location in patent: Page/Page column 21 ;
WO 2009/049113 A1
反应条件
potassium hydroxide in methanol
4 h; Reflux;
参考文献
Arisawa, Mitsuhiro; Kasaya, Yayoi; Obata, Tohru; Sasaki, Takuma; Nakamura, Tomonori; Araki, Takuya; Yamamoto, Koujirou; Sasaki, Akito; Yamano, Akihito; Ito, Mika; Abe, Hiroshi; Ito, Yoshihiro; Shuto, Satoshi
Journal of Medicinal Chemistry, 2012 , vol. 55, # 18 p. 8152 - 8163
反应条件
1: 96 percent / potassium fluoride; 18-crown-6 / propan-2-ol / 16 h / 20 °C
2: 96 percent / acetic anhydride; sodium acetate; 18-crown-6 / potassium fluoride / 64 h / 20 °C
3: 62 percent / hydrogen / 10 percent Pd/C / ethyl acetate; acetic acid; ethanol / 3 h
View Scheme
参考文献
Chen, Bang-Chi; Hynes Jr., John; Pandit, Chennagiri R.; Zhao, Rulin; Skoumbourdis, Amanda P.; Wu, Hong; Sundeen, Joseph E.; Leftheris, Katerina
Heterocycles, 2001 , vol. 55, # 5 p. 951 - 960
反应条件
1: 96 percent / acetic anhydride; sodium acetate; 18-crown-6 / potassium fluoride / 64 h / 20 °C
2: 62 percent / hydrogen / 10 percent Pd/C / ethyl acetate; acetic acid; ethanol / 3 h
View Scheme
参考文献
Chen, Bang-Chi; Hynes Jr., John; Pandit, Chennagiri R.; Zhao, Rulin; Skoumbourdis, Amanda P.; Wu, Hong; Sundeen, Joseph E.; Leftheris, Katerina
Heterocycles, 2001 , vol. 55, # 5 p. 951 - 960
反应条件
1.1: carbonylchlorohydridotris(triphenylphosphine)ruthenium(II) / 4 h / |Reflux
1.2: 3 h / |Reflux
2.1: potassium hydroxide / methanol / 4 h / |Reflux
View Scheme
参考文献
Arisawa, Mitsuhiro; Kasaya, Yayoi; Obata, Tohru; Sasaki, Takuma; Nakamura, Tomonori; Araki, Takuya; Yamamoto, Koujirou; Sasaki, Akito; Yamano, Akihito; Ito, Mika; Abe, Hiroshi; Ito, Yoshihiro; Shuto, Satoshi
Journal of Medicinal Chemistry, 2012 , vol. 55, # 18 p. 8152 - 8163
反应条件
1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2 h / 0 - 20 °C
2.1: carbonylchlorohydridotris(triphenylphosphine)ruthenium(II) / 4 h / |Reflux
2.2: 3 h / |Reflux
3.1: potassium hydroxide / methanol / 4 h / |Reflux
View Scheme
参考文献
Arisawa, Mitsuhiro; Kasaya, Yayoi; Obata, Tohru; Sasaki, Takuma; Nakamura, Tomonori; Araki, Takuya; Yamamoto, Koujirou; Sasaki, Akito; Yamano, Akihito; Ito, Mika; Abe, Hiroshi; Ito, Yoshihiro; Shuto, Satoshi
Journal of Medicinal Chemistry, 2012 , vol. 55, # 18 p. 8152 - 8163
反应条件
nickel; ethyl acetate
Hydrogenation;
参考文献
Blair; Newbold
Journal of the Chemical Society, 1955 , p. 2871,2873
