6-甲氧基-1-萘满酮合成路线 (共 219 条)
反应条件
sodium azide; sulfuric acid in dichloromethane
T=0 - 20°C; 3.5 h;
参考文献
Pfizer Products Inc.
Patent: EP1175417 B1, 2004 ;
Location in patent: Page 20 ;
反应条件
hydrogenchloride; sodium azide in water
T=0 - 50°C; Schmidt reaction;
参考文献
Crosby, Ian T.; Shin, James K.; Capuano, Ben
Australian Journal of Chemistry, 2010 , vol. 63, # 2 p. 211 - 226
反应条件
1: tetrahydrofuran / 1 h / Heating
2: 5.54 g / quinoline; iodine / benzene / Heating
View Scheme
参考文献
Pal
Synthesis, 1995 , # 12 p. 1485 - 1487
反应条件
Yield given. Multistep reaction;
参考文献
Woski, Stephen A.; Koreeda, Masato
Journal of Organic Chemistry, 1992 , vol. 57, # 21 p. 5736 - 5741
反应条件
in tetrahydrofuran
Title compound not separated from byproducts.;
参考文献
Essers, Michael; Haufe, Guenter
Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 23 p. 2719 - 2728
反应条件
1: With palladium diacetate; N-[2'-(dicyclohexylphosphino)-1,1'-biphenyl-2-yl]-N,N-dimethylamine in toluene
Heating / reflux;
2: With sodium t-butanolate in toluene
T=20°C; 2 - 4 h; Heating / reflux;
3: With hydrogenchloride in tetrahydrofuran; water; toluene
T=20°C; 0.5 h;
参考文献
ELI LILLY AND COMPANY
Patent: WO2004/9086 A1, 2004 ;
Location in patent: Page/Page column 85-86 ;
WO 2004/009086 A1
反应条件
1: 84 percent / aq. HBr
2: 99 percent / pyridine / CH2Cl2
3: 98 percent / tetrakis(triphenylphosphine)palladium(0); K2CO3 / toluene / 80 °C
View Scheme
参考文献
Almansa; Carceller; Bartroli; Forn
Synthetic Communications, 1993 , vol. 23, # 21 p. 2965 - 2971
反应条件
1: POCl3 / CH2Cl2 / 0 - 20 °C
2: POCl3
View Scheme
参考文献
ONO PHARMACEUTICAL CO., LTD.
Patent: EP1760071 A1, 2007 ;
Location in patent: Page/Page column 56 ;
反应条件
1: N,N-dimethyl-formamide With trichlorophosphate
T=-10°C; Vilsmeier-Haack reaction; Reflux;
2: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one in N,N-dimethyl-formamide
Vilsmeier-Haack reaction; 2 h; Reflux;
3: With water; sodium acetate in N,N-dimethyl-formamide
Vilsmeier-Haack reaction;
参考文献
LaFrate, Andrew L.; Gunther, Jillian R.; Carlson, Kathryn E.; Katzenellenbogen, John A.
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 23 p. 10075 - 10084
反应条件
trichlorophosphate
T=105°C; Inert atmosphere;
参考文献
ELI LILLY AND COMPANY; DODGE, Jeffrey, Alan; RICHARDSON, Timothy, Ivo; CLARKE, Christian, Alexander; JONES, Scott, Alan; HINKLIN, Ronald, Jay; HUMMEL, Conrad, Wilson; LEWIS, George, Sal
Patent: WO2010/36497 A2, 2010 ;
Location in patent: Page/Page column 53; 54; 55 ;