3-氨基-5-(4-氟苄基)-2-吡啶羧酸甲酯合成路线 （共 8 条）
反应条件
1: With hydrogen; palladium 10 on activated carbon in tetrahydrofuran; water
48 h;
2: With hydrogen; palladium 10 on activated carbon in methanol; water
T=45°C; 168 h;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2007/19101 A2, 2007 ;
Location in patent: Page/Page column 52-53 ;
反应条件
dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; palladium diacetate in tetrahydrofuran
T=25°C; 2 h; Inert atmosphere;
参考文献
Manolikakes, Georg; Munoz Hernandez, Carmen; Schade, Matthias A.; Metzger, Albrecht; Knochel, Paul
Journal of Organic Chemistry, 2008 , vol. 73, # 21 p. 8422 - 8436
反应条件
1: triethylsilane; chloro-trimethyl-silane; sodium iodide; trifluoroacetic acid / acetonitrile / 3 h / 70 °C
2: nitric acid / trifluoroacetic acid / 1.5 h / 72 °C
3: phosphorus oxytribromide / 1,2-dichloro-ethane / 5 h / 84 °C
4: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / dimethyl sulfoxide / 18 h / 50 °C
5: palladium 10 on activated carbon; hydrogen; iron / ethyl acetate / 8 h / 65 °C
View Scheme
参考文献
Boros, Eric E.; Burova, Svetlana A.; Erickson, Greg A.; Johns, Brian A.; Koble, Cecilia S.; Kurose, Noriyuki; Sharp, Matthew J.; Tabet, Elie A.; Thompson, James B.; Toczko, Matthew A.
Organic Process Research and Development, 2007 , vol. 11, # 5 p. 899 - 902
反应条件
1: nitric acid / trifluoroacetic acid / 1.5 h / 72 °C
2: phosphorus oxytribromide / 1,2-dichloro-ethane / 5 h / 84 °C
3: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / dimethyl sulfoxide / 18 h / 50 °C
4: palladium 10 on activated carbon; hydrogen; iron / ethyl acetate / 8 h / 65 °C
View Scheme
参考文献
Boros, Eric E.; Burova, Svetlana A.; Erickson, Greg A.; Johns, Brian A.; Koble, Cecilia S.; Kurose, Noriyuki; Sharp, Matthew J.; Tabet, Elie A.; Thompson, James B.; Toczko, Matthew A.
Organic Process Research and Development, 2007 , vol. 11, # 5 p. 899 - 902
反应条件
1: phosphorus oxytribromide / 1,2-dichloro-ethane / 5 h / 84 °C
2: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / dimethyl sulfoxide / 18 h / 50 °C
3: palladium 10 on activated carbon; hydrogen; iron / ethyl acetate / 8 h / 65 °C
View Scheme
参考文献
Boros, Eric E.; Burova, Svetlana A.; Erickson, Greg A.; Johns, Brian A.; Koble, Cecilia S.; Kurose, Noriyuki; Sharp, Matthew J.; Tabet, Elie A.; Thompson, James B.; Toczko, Matthew A.
Organic Process Research and Development, 2007 , vol. 11, # 5 p. 899 - 902
反应条件
1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / dimethyl sulfoxide / 18 h / 50 °C
2: palladium 10 on activated carbon; hydrogen; iron / ethyl acetate / 8 h / 65 °C
View Scheme
参考文献
Boros, Eric E.; Burova, Svetlana A.; Erickson, Greg A.; Johns, Brian A.; Koble, Cecilia S.; Kurose, Noriyuki; Sharp, Matthew J.; Tabet, Elie A.; Thompson, James B.; Toczko, Matthew A.
Organic Process Research and Development, 2007 , vol. 11, # 5 p. 899 - 902
反应条件
1.1: n-butyllithium / tert-butyl methyl ether; hexane / 1 h / -32 - -18 °C
1.2: 0.5 h / -23 °C
2.1: triethylsilane; chloro-trimethyl-silane; sodium iodide; trifluoroacetic acid / acetonitrile / 3 h / 70 °C
3.1: nitric acid / trifluoroacetic acid / 1.5 h / 72 °C
4.1: phosphorus oxytribromide / 1,2-dichloro-ethane / 5 h / 84 °C
5.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / dimethyl sulfoxide / 18 h / 50 °C
6.1: palladium 10 on activated carbon; hydrogen; iron / ethyl acetate / 8 h / 65 °C
View Scheme
参考文献
Boros, Eric E.; Burova, Svetlana A.; Erickson, Greg A.; Johns, Brian A.; Koble, Cecilia S.; Kurose, Noriyuki; Sharp, Matthew J.; Tabet, Elie A.; Thompson, James B.; Toczko, Matthew A.
Organic Process Research and Development, 2007 , vol. 11, # 5 p. 899 - 902
反应条件
1.1: n-butyllithium / tert-butyl methyl ether; hexane / 1 h / -32 - -18 °C
1.2: 0.5 h / -23 °C
2.1: triethylsilane; chloro-trimethyl-silane; sodium iodide; trifluoroacetic acid / acetonitrile / 3 h / 70 °C
3.1: nitric acid / trifluoroacetic acid / 1.5 h / 72 °C
4.1: phosphorus oxytribromide / 1,2-dichloro-ethane / 5 h / 84 °C
5.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / dimethyl sulfoxide / 18 h / 50 °C
6.1: palladium 10 on activated carbon; hydrogen; iron / ethyl acetate / 8 h / 65 °C
View Scheme
参考文献
Boros, Eric E.; Burova, Svetlana A.; Erickson, Greg A.; Johns, Brian A.; Koble, Cecilia S.; Kurose, Noriyuki; Sharp, Matthew J.; Tabet, Elie A.; Thompson, James B.; Toczko, Matthew A.
Organic Process Research and Development, 2007 , vol. 11, # 5 p. 899 - 902
