2-氯-4-噻吩-2-嘧啶合成路线 (共 6 条)
反应条件
1: With bis-triphenylphosphine-palladium(II) chloride in N,N-dimethyl-formamide
T=70°C; Stille Coupling; 3 h;
2: With potassium fluoride in methanol; N,N-dimethyl-formamide
T=20°C; 4 h;
参考文献
Bristol-Myers Squibb Company
Patent: US2008/107624 A1, 2008 ;
Location in patent: Page/Page column 64 ;
反应条件
potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethanol; water; toluene
T=90°C; 16 h;
参考文献
Gaul, Michael D.; Zhao, Bao-Ping; Zhu, Xizhen
Patent: US2009/69305 A1, 2009 ;
Location in patent: Page/Page column 52 ;
US 20090069305 A1
反应条件
1: thiophene With n-butyllithium in diethyl ether
T=-40°C; 0.5 h;
2: 2-pyrimidinyl chloride in diethyl ether
T=-40°C; 1 h;
3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone in tetrahydrofuran
T=20°C; 0.416667 h; Further stages.;
参考文献
Bello, Angelica M.; Bende, Tanushree; Wei, Lianhu; Wang, Xiaoyang; Majchrzak-Kita, Beata; Fish, Eleanor N.; Kotra, Lakshmi P.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 9 p. 2734 - 2743
反应条件
1: thiophene With n-butyllithium in tetrahydrofuran
T=-15°C; 1 h; Inert atmosphere;
2: With zinc(II) chloride−TMEDA in tetrahydrofuran
T=-15 - 20°C;
3: 2,4-Dichloro-pyrimidine regioselective reactionFurther stages;
参考文献
Seggio, Anne; Priem, Ghislaine; Chevallier, Floris; Mongin, Florence
Synthesis, 2009 , # 21 p. 3617 - 3632
反应条件
1: 2-dimethylaminoethylmercaptan hydrochloride With sodium ethanolate
T=20°C; 0.25 h;
2: 2-chloro-4-(thiophen-2-yl)pyrimidine T=70°C; 12 h; Further stages.;
参考文献
Bello, Angelica M.; Bende, Tanushree; Wei, Lianhu; Wang, Xiaoyang; Majchrzak-Kita, Beata; Fish, Eleanor N.; Kotra, Lakshmi P.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 9 p. 2734 - 2743
反应条件
sodium hydride in tetrahydrofuran
T=20°C; Condensation;
参考文献
Chou, Yi-Meen; Lai, Ming Chih; Hwang, Tsai-Mian; Ong, Chi Wi
Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 18 p. 2643 - 2646