6,7-二甲氧基-4-(4-氨基苯氧基)喹啉合成路线 （共 16 条）
反应条件
ammonium chloride; zinc in tetrahydrofuran; methanol; water 2 h; Heating / reflux;
参考文献
Raeppel, Stephane; Claridge, Stephen William; Saavedra, Oscar Mario; Vaisburg, Arkadii; Deziel, Robert; Zhan, Lijie; Mannion, Michael; Gaudette, Frederic; Zhou, Nancy Z.; Isakovic, Ljubomir
Patent: US2008/4273 A1, 2008 ;
Location in patent: Page/Page column 86 ;
US 20080004273 A1
反应条件
1: 4-amino-phenol With sodium hydride in dimethyl sulfoxide T=20°C; 0.166667 h; 2: 4-chloro-6,7-dimethoxyquinoline in dimethyl sulfoxide T=100°C; 3 h;
参考文献
Furuta, Takayuki; Sakai, Teruyuki; Senga, Terufumi; Osawa, Tatsushi; Kubo, Kazuo; Shimizu, Toshiyuki; Suzuki, Rika; Yoshino, Tetsuya; Endo, Megumi; Miwa, Atsushi
Journal of Medicinal Chemistry, 2006 , vol. 49, # 7 p. 2186 - 2192
反应条件
in ethyl acetate; N,N-dimethyl-formamide
参考文献
Kirin Beer Kabushiki Kaisha
Patent: US6143764 A1, 2000 ;
反应条件
1: Heating 2: H2; Et3N / Pd(OH)2/C / dimethylformamide / 20 °C View Scheme
参考文献
Shimizu, Toshiyuki; Fujiwara, Yasunari; Osawa, Tatsushi; Sakai, Teruyuki; Kubo, Kinya; Kubo, Kazuo; Nishitoba, Tsuyoshi; Kimura, Kaname; Senga, Terufumi; Murooka, Hideko; Iwai, Akemi; Fukushima, Kayoko; Yoshino, Tetsuya; Miwa, Atsushi
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 4 p. 875 - 879
反应条件
1.1: 85 percent / POCl3 / 0.5 h / Heating 2.1: NaH / dimethylsulfoxide / 0.17 h / 20 °C 2.2: 92 percent / dimethylsulfoxide / 3 h / 100 °C View Scheme
参考文献
Kubo, Kazuo; Ohyama, Shin-Ichi; Shimizu, Toshiyuki; Takami, Atsuya; Murooka, Hideko; Nishitoba, Tsuyoshi; Kato, Shinichiro; Yagi, Mikio; Kobayashi, Yoshiko; Iinuma, Noriko; Isoe, Toshiyuki; Nakamura, Kazuhide; Iijima, Hiroshi; Osawa, Tatsushi; Izawa, Toshio
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 23 p. 5117 - 5133
反应条件
1.1: 1 h / 120 °C 2.1: 3.58 g / diphenyl ether / 1 h / 280 °C 3.1: aq. NaOH / methanol / 1 h / Heating 4.1: 2.3 g / diphenyl ether / 1 h / 280 °C 5.1: 85 percent / POCl3 / 0.5 h / Heating 6.1: NaH / dimethylsulfoxide / 0.17 h / 20 °C 6.2: 92 percent / dimethylsulfoxide / 3 h / 100 °C View Scheme
参考文献
XI, Ning; WANG, Tingjin; ZENG, Shan; SUN, Mingming; WANG, Kunrui
Patent: WO2013/180949 A1, 2013 ;
反应条件
1.1: NaOMe / 1,2-dimethoxy-ethane / 1.17 h / 20 °C 1.2: 95 percent / 1,2-dimethoxy-ethane / 2 h / 20 °C 2.1: POCl3 / Heating 3.1: Heating 4.1: H2; Et3N / Pd(OH)2/C / dimethylformamide / 20 °C View Scheme
参考文献
Kubo, Kazuo; Shimizu, Toshiyuki; Ohyama, Shin-Ichi; Murooka, Hideko; Iwai, Akemi; Nakamura, Kazuhide; Hasegawa, Kazumasa; Kobayashi, Yoshiko; Takahashi, Noriko; Takahashi, Kazumi; Kato, Shinichiro; Izawa, Toshio; Isoe, Toshiyuki
Journal of Medicinal Chemistry, 2005 , vol. 48, # 5 p. 1359 - 1366
反应条件
1.1: aq. NaOH / methanol / 1 h / Heating 2.1: 2.3 g / diphenyl ether / 1 h / 280 °C 3.1: 85 percent / POCl3 / 0.5 h / Heating 4.1: NaH / dimethylsulfoxide / 0.17 h / 20 °C 4.2: 92 percent / dimethylsulfoxide / 3 h / 100 °C View Scheme
参考文献
Kubo, Kazuo; Ohyama, Shin-Ichi; Shimizu, Toshiyuki; Takami, Atsuya; Murooka, Hideko; Nishitoba, Tsuyoshi; Kato, Shinichiro; Yagi, Mikio; Kobayashi, Yoshiko; Iinuma, Noriko; Isoe, Toshiyuki; Nakamura, Kazuhide; Iijima, Hiroshi; Osawa, Tatsushi; Izawa, Toshio
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 23 p. 5117 - 5133
反应条件
1.1: 2.3 g / diphenyl ether / 1 h / 280 °C 2.1: 85 percent / POCl3 / 0.5 h / Heating 3.1: NaH / dimethylsulfoxide / 0.17 h / 20 °C 3.2: 92 percent / dimethylsulfoxide / 3 h / 100 °C View Scheme
参考文献
Kubo, Kazuo; Ohyama, Shin-Ichi; Shimizu, Toshiyuki; Takami, Atsuya; Murooka, Hideko; Nishitoba, Tsuyoshi; Kato, Shinichiro; Yagi, Mikio; Kobayashi, Yoshiko; Iinuma, Noriko; Isoe, Toshiyuki; Nakamura, Kazuhide; Iijima, Hiroshi; Osawa, Tatsushi; Izawa, Toshio
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 23 p. 5117 - 5133
反应条件
1: trichlorophosphate / acetonitrile / 13 h / 60 - 77 °C 2: sodium t-butanolate / isobutyramide / 13 h / 20 - 105 °C View Scheme
参考文献
Exelixis, Inc.
Patent: US2012/252840 A1, 2012 ;
US 20120252840 A1
