1,2,3,4-四氢-2-甲基-7-硝基异喹啉合成路线 （共 11 条）
反应条件
1: formic acid With acetic anhydride T=0 - 50°C; 0.75 h; 2: 7-nitro-1,2,3,4-tetrahydro-isoquinoline in tetrahydrofuran T=-18 - -15°C; 0.5 h; 3: With hydrogenchloride; BH3.DMS more than 3 stages;
参考文献
AUCKLAND UNISERVICES LIMITED
Patent: WO2006/104406 A1, 2006 ;
Location in patent: Page/Page column 157-158 ;
反应条件
in acetic acid T=100°C; 4 h;
参考文献
GLAXOSMITHKLINE LLC; KALLANDER, Lara, S.; LAWHORN, Brian, Griffin; PHILIP, Joanne; ZHAO, Yongdong
Patent: WO2011/88027 A1, 2011 ;
Location in patent: Page/Page column 78 ;
反应条件
sodium cyanoborohydride; acetic acid in methanol; water T=50°C; 15 h;
参考文献
ABBOTT LABORATORIES; CLARK, Richard, F.; BELL, Randy, L.; BA-MAUNG, Nwe, Y.; ERICKSON, Scott, A.; FIDANZE, Steve, D.; MANTEI, Robert, A.; SHEPPARD, George, S.; SORENSEN, Bryan, K.; WANG, Gary, T.; WANG, Jieyi
Patent: WO2010/138576 A1, 2010 ;
Location in patent: Page/Page column 104 ;
WO 2010/138576 A1
反应条件
1: formic acid With acetic anhydride T=0 - 50°C; 0.75 h; 2: 7-nitro-1,2,3,4-tetrahydro-isoquinoline in tetrahydrofuran T=-18 - -15°C; 0.5 h; 3: With dimethylsulfide borane complex in tetrahydrofuran T=10 - 20°C; 1 h;
参考文献
Hay, Michael P.; Hicks, Kevin O.; Pchalek, Karin; Lee, Ho H.; Blaser, Adrian; Pruijn, Frederik B.; Anderson, Robert F.; Shinde, Sujata S.; Wilson, William R.; Denny, William A.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 21 p. 6853 - 6865
反应条件
formaldehyd in formic acid
参考文献
Astra Aktiebolag
Patent: US5786364 A1, 1998 ;
US 5786364 A
反应条件
1: 86 percent / conc. H2SO4 / acetic acid / 20 h / 25 °C 2: 11 g / K2CO3 / methanol; H2O / 18 h 3: 1.7 g / 88 percent formic acid / H2O / 2 h / 80 °C View Scheme
参考文献
Chan, Wai N.; Hadley, Michael S.; Harling, John D.; Herdon, Hugh J.; Orlek, Barry S.; Riley, Graham J.; Stead, Rachel E. A.; Stean, Tania O.; Thompson, Mervyn; Upton, Neil; Ward, Robert W.
Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 8 p. 2085 - 2094
反应条件
1: 11 g / K2CO3 / methanol; H2O / 18 h 2: 1.7 g / 88 percent formic acid / H2O / 2 h / 80 °C View Scheme
参考文献
Chan, Wai N.; Hadley, Michael S.; Harling, John D.; Herdon, Hugh J.; Orlek, Barry S.; Riley, Graham J.; Stead, Rachel E. A.; Stean, Tania O.; Thompson, Mervyn; Upton, Neil; Ward, Robert W.
Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 8 p. 2085 - 2094
反应条件
1.1: sodium nitrate; sulfuric acid / 4 - 20 °C 1.2: pH 8 2.1: water; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 24 h / 20 °C View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; KOWALSKI, Jennifer A.; LI, Xiang; MARSHALL, Daniel Richard; SCHLYER, Sabine; SIBLEY, Robert; SMITH-KEENAN, Lana Louise; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; YOUNG, Erick Richard Roush; ZHANG, Yunlong
Patent: WO2012/6203 A1, 2012 ;
WO 2012/006203 A1
参考文献
Lusinchi et al.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1959 , vol. 248, p. 426
反应条件
hydrogen; palladium on activated charcoal in methanol
Reduction;
参考文献
Chan, Wai N.; Hadley, Michael S.; Harling, John D.; Herdon, Hugh J.; Orlek, Barry S.; Riley, Graham J.; Stead, Rachel E. A.; Stean, Tania O.; Thompson, Mervyn; Upton, Neil; Ward, Robert W.
Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 8 p. 2085 - 2094
