5-溴-3-(2,2,2-三氟-乙酰基氨基)-噻吩-2-羧酸甲酯合成路线 （共 6 条）
反应条件
potassium carbonate in methanol; water T=20°C; 0.5 h;
参考文献
Zhang, Mingzhu; Tamiya, Junko; Nguyen, Linh; Rowbottom, Martin W.; Dyck, Brian; Vickers, Troy D.; Grey, Jonathan; Schwarz, David A.; Heise, Christopher E.; Haelewyn, Jason; Mistry, Monica S.; Goodfellow, Val S.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 9 p. 2535 - 2539
反应条件
1: With lithium diisopropyl amide in tetrahydrofuran
T=-78°C; 1 h;
2: With 1,1-dibromo ethane in tetrahydrofuran
T=-78 - 20°C; 1 h; Further stages.;
参考文献
Zhang, Mingzhu; Tamiya, Junko; Nguyen, Linh; Rowbottom, Martin W.; Dyck, Brian; Vickers, Troy D.; Grey, Jonathan; Schwarz, David A.; Heise, Christopher E.; Haelewyn, Jason; Mistry, Monica S.; Goodfellow, Val S.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 9 p. 2535 - 2539
反应条件
N-ethyl-N,N-diisopropylamine in dichloromethane
T=0 - 24°C; 3 h;
参考文献
AMGEN INC.
Patent: WO2008/137060 A1, 2008 ;
Location in patent: Page/Page column 45-46 ;
反应条件
1: With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
T=-78°C; 1 h;
2: With bromine in tetrahydrofuran; hexane
T=-78 - 20°C; 2.5 h;
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; OGURO, Yuya; KURASAWA, Osamu
Patent: WO2010/101302 A1, 2010 ;
Location in patent: Page/Page column 130 ;
WO 2010/101302 A1
反应条件
1.1: 99 percent / pyridine / acetonitrile / 2 h / 0 °C
2.1: LDA / tetrahydrofuran / 1 h / -78 °C
2.2: 44 percent / dibromoethane / tetrahydrofuran / 1 h / -78 - 20 °C
View Scheme
参考文献
Zhang, Mingzhu; Tamiya, Junko; Nguyen, Linh; Rowbottom, Martin W.; Dyck, Brian; Vickers, Troy D.; Grey, Jonathan; Schwarz, David A.; Heise, Christopher E.; Haelewyn, Jason; Mistry, Monica S.; Goodfellow, Val S.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 9 p. 2535 - 2539
反应条件
1.1: potassium carbonate; methanol / water / 2 h / 20 °C
2.1: sodium hydroxide / N,N-dimethyl-formamide; water; methanol / 70 °C
2.2: 0.08 h / 20 °C
2.3: 120 h / 20 °C
View Scheme
参考文献
Takeda Pharmaceutical Company Limited
Patent: EP2540728 A1, 2013 ;
