3-氨基-5-溴-噻吩-2-羧酸甲酯合成路线 (共 6 条)
反应条件
phenyltrimethylammonium tribromide; calcium carbonate in methanol; dichloromethane T=20°C;
参考文献
CHIRON CORPORATION
Patent: WO2004/111058 A1, 2004 ;
Location in patent: Page/Page column 38 ;
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 n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 1 h; 2: With bromine in tetrahydrofuran; hexane T=-78 - 20°C; 2.5 h; 3: With water; potassium carbonate in methanol T=20°C; 1.5 h;
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; OGURO, Yuya; KURASAWA, Osamu
Patent: WO2010/101302 A1, 2010 ;
Location in patent: Page/Page column 130-131 ;
WO 2010/101302 A1
反应条件
methanol; tin(ll) chloride T=65°C; 0.5 h;
参考文献
WO2007/93365 A2, ;
Page/Page column 74; 116 ;
WO 2007/093365 A2
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 sodium hydroxide in methanol; water; N,N-dimethyl-formamide
T=70°C;
2: With hydrogenchloride; ammonium chloride; triethylamine in water; N,N-dimethyl-formamide
T=20°C; 0.0833333 h;
3: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in water; N,N-dimethyl-formamide
T=20°C; 120 h;
参考文献
Takeda Pharmaceutical Company Limited
Patent: EP2540728 A1, 2013 ;
Location in patent: Page/Page column 44 ;