(R)-4-(2-(2-(2-甲基吡咯烷-1-基)乙基)苯并呋喃-5-基)苯甲腈合成路线 (共 15 条)
反应条件
copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride in acetonitrile T=20°C; Sonogashira reaction;
参考文献
Cowart, Marlon D.; Pu, Yu-Ming; Ku, Yi-Yin; Grieme, Timothy A.; Gupta, Ashok K.; Plata, Daniel J.; Faghih, Ramin; Gfesser, Gregory A.
Patent: US2004/54185 A1, 2004 ;
Location in patent: Page 10 ;
US 20040054185 A1
反应条件
sodium carbonate in acetonitrile T=50°C; 48 h;
参考文献
Cowart, Marlon D.; Bennani, Youssef L.; Faghih, Ramin; Gfesser, Gregory A.; Black, Lawrence A.
Patent: US2002/169188 A1, 2002 ;
反应条件
1: (2R)-2-methylpyrrolidine tartrate With potassium carbonate in acetonitrile T=55°C; 36 h; 2: toluene-4-sulfonic acid 2-[5-(4-cyano-phenyl)benzofuran-2-yl]ethyl ester in acetonitrile T=65°C; 48 h;
参考文献
Cowart, Marlon D.; Pu, Yu-Ming; Ku, Yi-Yin; Grieme, Timothy A.; Gupta, Ashok K.; Plata, Daniel J.; Faghih, Ramin; Gfesser, Gregory A.
Patent: US2004/54185 A1, 2004 ;
Location in patent: Page 9-10 ;
US 20040054185 A1
反应条件
1: (R)-2-methylpyrrolidine L-tartrate With potassium carbonate in acetonitrile T=60°C; 48 h; Inert atmosphereLarge scale; 2: toluene-4-sulfonic acid 2-[5-(4-cyano-phenyl)benzofuran-2-yl]ethyl ester in acetonitrile T=25 - 60°C; 36 h; Inert atmosphereLarge scale;
参考文献
Pu, Yu-Ming; Grieme, Timothy; Gupta, Ashok; Plata, Daniel; Bhatia, Ashok V.; Cowart, Marlon; Ku, Yi-Yin
Organic Process Research and Development, 2005 , vol. 9, # 1 p. 45 - 50
反应条件
1: 53 percent / NaI; NaOH; aq. NaOCl / methanol / 1 h / 0 °C 2: 95 percent / Et3N; CuI; (Ph3P)2PdCl2 / dimethylformamide / 12 h / 65 °C 3: Et3N / CH2Cl2 / 2 h / -10 - 23 °C 4: 34 percent / Na2CO3 / acetonitrile / 48 h / 50 °C View Scheme
参考文献
Cowart, Marlon; Pratt, John K.; Stewart, Andrew O.; Bennani, Youssef L.; Esbenshade, Timothy A.; Hancock, Arthur A.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 3 p. 689 - 693
反应条件
1: 95 percent / Et3N; CuI; (Ph3P)2PdCl2 / dimethylformamide / 12 h / 65 °C 2: Et3N / CH2Cl2 / 2 h / -10 - 23 °C 3: 34 percent / Na2CO3 / acetonitrile / 48 h / 50 °C View Scheme
参考文献
Cowart, Marlon; Pratt, John K.; Stewart, Andrew O.; Bennani, Youssef L.; Esbenshade, Timothy A.; Hancock, Arthur A.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 3 p. 689 - 693
反应条件
1: Et3N / CH2Cl2 / 2 h / -10 - 23 °C 2: 34 percent / Na2CO3 / acetonitrile / 48 h / 50 °C View Scheme
参考文献
Cowart, Marlon; Pratt, John K.; Stewart, Andrew O.; Bennani, Youssef L.; Esbenshade, Timothy A.; Hancock, Arthur A.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 3 p. 689 - 693
反应条件
1: 96 percent / Et3N / CH2Cl2 / 12 h / 20 °C 2: 54 percent / LiEt3BH / tetrahydrofuran / Heating 3: 96 percent / HCl gas / ethyl acetate / 2 h / 20 °C 4: K2CO3 / acetonitrile / 6 h / Heating 5: CuI; (i-Pr)2NH / PdCl2(PPh3)2 / acetonitrile / 20 °C View Scheme
参考文献
Ku, Yi-Yin; Pu, Yu-Ming; Grieme, Tim; Sharma, Padam; Bhatia, Ashok V.; Cowart, Marlon
Tetrahedron, 2006 , vol. 62, # 18 p. 4584 - 4589
反应条件
1: 54 percent / LiEt3BH / tetrahydrofuran / Heating 2: 96 percent / HCl gas / ethyl acetate / 2 h / 20 °C 3: K2CO3 / acetonitrile / 6 h / Heating 4: CuI; (i-Pr)2NH / PdCl2(PPh3)2 / acetonitrile / 20 °C View Scheme
参考文献
Ku, Yi-Yin; Pu, Yu-Ming; Grieme, Tim; Sharma, Padam; Bhatia, Ashok V.; Cowart, Marlon
Tetrahedron, 2006 , vol. 62, # 18 p. 4584 - 4589
反应条件
1: 96 percent / HCl gas / ethyl acetate / 2 h / 20 °C 2: K2CO3 / acetonitrile / 6 h / Heating 3: CuI; (i-Pr)2NH / PdCl2(PPh3)2 / acetonitrile / 20 °C View Scheme
参考文献
Ku, Yi-Yin; Pu, Yu-Ming; Grieme, Tim; Sharma, Padam; Bhatia, Ashok V.; Cowart, Marlon
Tetrahedron, 2006 , vol. 62, # 18 p. 4584 - 4589