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乙二醇
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63148-62-9
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二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
5-溴-7-氮杂吲哚
合成路线
(共 64 条)
115170-40-6
5-溴-2,3-二氢-7-氮杂吲哚
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
manganese(IV) oxide in dichloromethane 72 h;
参考文献
EISAI LONDON RESEARCH LABORATORIES LIMITED
Patent: WO2004/78757 A2, 2004 ;
Location in patent: Page 65; 66-67 ;
1262985-25-0
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
sodium hydroxide in 1-methyl-pyrrolidin-2-one; water T=75 - 81°C; P=262.526 Torr; Inert atmosphere;
参考文献
Hildbrand, Stefan; Mair, Hans-Juergen; Radinov, Roumen Nikolaev; Ren, Yi; Wright, James Anderson
Patent: US2011/28511 A1, 2011 ;
Location in patent: Page/Page column 12-13 ;
754214-54-5
5-溴-1-[(1,1-二甲基乙基)二甲基硅酯]-1H-吡咯并[2,3-B]吡啶
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
hydrogenchloride in methanol 0.133333 h;
参考文献
EISAI LONDON RESEARCH LABORATORIES LIMITED
Patent: WO2004/78757 A2, 2004 ;
Location in patent: Page 65; 66 ;
183208-34-6
5-溴-1H-吡咯并[2,3-b]吡啶-2-酮
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
1: With borane-THF in tetrahydrofuran T=0 - 20°C; 0.583333 h; 2: With manganese triacetate in acetic acid T=75°C; 0.75 h;
参考文献
Wu, Pei-Wen; Hsieh, Wan-Ting; Cheng, Yi-Ming; Wei, Ching-Yen; Chou, Pi-Tai
Journal of the American Chemical Society, 2006 , vol. 128, # 45 p. 14426 - 14427
875639-46-6
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran 15 h; Heating / reflux;
参考文献
SGX Pharmaceuticals, Inc.
Patent: US2006/30583 A1, 2006 ;
Location in patent: Page/Page column 75 ;
US 20060030583 A1
905966-34-9
5-溴-3-((三甲基甲硅烷基)乙炔)吡啶-2-胺
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
sodium hydride in 1-methyl-pyrrolidin-2-one T=80°C; 1 h; Inert atmosphere;
参考文献
Barl, Nadja M.; Sansiaume-Dagousset, Elodie; Karaghiosoff, Konstantin; Knochel, Paul
Angewandte Chemie - International Edition, 2013 , vol. 52, # 38 p. 10093 - 10096
Angew. Chem., 2013 , vol. 52, # 38 p. 10093 - 10096,4
1210838-82-6
5-溴-3-乙炔吡啶-2-胺
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
1: With potassium tert-butylate in 1-methyl-pyrrolidin-2-one T=60°C; 3 h; 2: With water in 1-methyl-pyrrolidin-2-one; toluene
参考文献
US2011/28511 A1, ;
Page/Page column 12 ;
883052-76-4
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
1: With lithium diisopropyl amide in tetrahydrofuran T=-30°C; 2: With acetic acid in tetrahydrofuran Product distribution / selectivity;
参考文献
F. HOFFMANN-LA ROCHE AG; GAO, Hongjun; HILDBRAND, Stefan; HOEFLER, Christoph; YE, Wenfa; ZHU, Guoliang
Patent: WO2011/110479 A1, 2011 ;
Location in patent: Page/Page column 7 ;
1111638-00-6
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
1: With hydrogenchloride in water 8 h; Heating / reflux; 2: With sodium hydroxide; water
参考文献
WO2009/16460 A2, ;
Page/Page column 72-73 ;
WO 2009/016460 A2
183208-32-4
3,3,5-三溴-1H-吡咯[2,3-b]吡啶-2-酮
→
反应条件
183208-35-7
5-溴-7-氮杂吲哚
反应条件
1.1: 95 percent / zinc; acetic acid / 5 h / 20 °C 2.1: BH3*THF / tetrahydrofuran / 0.83 h / 20 °C 2.2: 50 percent / Mn(OAc)3*2H2O; acetic acid / 0.83 h / 75 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 128, # 45 p. 14426 - 14427
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