2-氨基-3-氰基-5-甲基噻吩合成路线 （共 10 条）
反应条件
1: propionaldehyde With sulfur; triethylamine in N,N-dimethyl-formamide T=0 - 20°C; 1 h; 2: malononitrile in N,N-dimethyl-formamide T=20°C;
参考文献
RAMOT AT TEL-AVIV UNIVERSITY LTD
Patent: WO2008/50341 A2, 2008 ;
Location in patent: Page/Page column 32; 33 ;
反应条件
sulfur; triethylamine in N,N-dimethyl-formamide T=5°C; 0.75 h;
参考文献
US2009/5556 A1, ;
Page/Page column 5 ;
反应条件
sodium hydride in tetrahydrofuran; mineral oil T=20°C; 18 h; Inert atmosphereCooling with ice;
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 7 p. 1953 - 1956
反应条件
tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tetra-n-butylammonium acetate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene in ethyl acetate T=50°C; Buchwald-Hartwig Coupling; TemperatureTimeSolvent;
参考文献
Hartwig, Jan; Ceylan, Sascha; Kupracz, Lukas; Coutable, Ludovic; Kirschning, Andreas
Angewandte Chemie - International Edition, 2013 , vol. 52, # 37 p. 9813 - 9817
Angew. Chem., 2013 , vol. 125, # 37 p. 9995 - 9999,5
反应条件
1: 23 percent / NaH / tetrahydrofuran; various solvent(s) / 24 h / 25 °C 2: 65 percent / SnCl2; conc. HCl / ethanol / 1.5 h / Heating 3: 65 percent / dimethylsulfoxide; toluene / 24 h / Heating View Scheme
参考文献
Gao, Mingzhang; Shi, Zenas; Wang, Min; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 7 p. 1953 - 1956
反应条件
1: LiOH / dimethylsulfoxide 2: SnCl2 / ethanol 3: toluene; dimethylsulfoxide / Heating View Scheme
参考文献
Gao, Mingzhang; Shi, Zenas; Wang, Min; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 7 p. 1953 - 1956
反应条件
acetonitrile
T=100°C; 15 h; Sealed tube;
参考文献
Roecker, Anthony J.; Mercer, Swati P.; Harrell, C. Meacham; Garson, Susan L.; Fox, Steven V.; Gotter, Anthony L.; Prueksaritanont, Thomayant; Cabalu, Tamara D.; Cui, Donghui; Lemaire, Wei; Winrow, Christopher J.; Renger, John J.; Coleman, Paul J.
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 9 p. 2079 - 2085
反应条件
1: 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene; tetra-n-butylammonium acetate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex / ethyl acetate / 50 °C
2: triethylsilane; palladium 10 on activated carbon / ethyl acetate; water / 40 °C
View Scheme
参考文献
ORTHO-CLINICAL DIAGNOSTICS, INC; JANSSEN PHARMACEUTICA NV; HRYHORENKO, Eric; SANKARAN, Banumathi; DECORY, Thomas, R.; TUBBS, Theresa; COLT, Linda; REMMERIE, Bart, M.; SALTER, Rhys; DONAHUE, Matthew, Garrett; GONG, Yong
Patent: WO2014/31656 A1, 2014 ;
反应条件
1: potassium hydroxide / dimethyl sulfoxide
2: ethyl acetate
3: hydrogenchloride / isopropyl alcohol
View Scheme
参考文献
JANSSEN PHARMACEUTICA NV; ORTHO-CLINICAL DIAGNOSTICS, INC; DONAHUE, Matthew Garrett; GONG, Yong; SALTER, Rhys; HRYHORENKO, Eric; DECORY, Thomas R.; REMMERIE, Bart M.; SANKARAN, Banumathi
Patent: WO2014/31587 A1, 2014 ;
反应条件
1: With sulfuric acid
T=20°C; 20 h;
2: With sodium hydroxide in water
T=0°C; pH=7;
参考文献
JANSSEN PHARMACEUTICA N.V.; ADDEX PHARMACEUTICALS S.A.
Patent: WO2006/30031 A1, 2006 ;
Location in patent: Page/Page column 57 ;
WO 2006/030031 A1
