1000313-20-1合成路线 (共 10 条)
反应条件
1: With sodium hydroxide in water
T=25 - 100°C; 1 h;
2: With hydrogenchloride in water
T=0 - 25°C; 21.1667 h; Product distribution / selectivity;
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/73982 A2, 2008 ;
Location in patent: Page/Page column 75 ;
反应条件
1: With sodium hydroxide in water
T=100°C; 1.5 h;
2: With hydrogenchloride in water
T=0°C; pH=1 - 2; Product distribution / selectivity;
参考文献
Ellis, David; Li, Liansheng; Tran, Chinh V.; Ruebsam, Frank; Zhou, Yuefen
Patent: US2009/62263 A1, 2009 ;
Location in patent: Page/Page column 21 ;
US 20090062263 A1
反应条件
1.1: triethylamine / acetonitrile / 20 h / 92 °C / Industry scale
2.1: hydrogen / palladium 10 on activated carbon / ethanol; water; tetrahydrofuran / 43 h / 50 °C / 2844.39 Torr / Industry scale
3.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
4.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale
5.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale
5.2: 0 °C / Industry scale
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
1.1: ammonium hydroxide / toluene; water; tetrahydrofuran / 2 h / -10 °C / Reflux
1.2: pH 4
2.1: ammonium hydroxide; (NH4)2CO3; copper(II) sulfate / water / 72 h / 118 °C / Autoclave; Industry scale
3.1: hydrogen / palladium 10 on activated carbon / tetrahydrofuran; methanol / 23 °C / 2585.81 Torr / Industry scale; Autoclave
4.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
5.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale
6.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale
6.2: 0 °C / Industry scale
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
1.1: N,N-dimethyl-formamide; thionyl chloride / 4 h / Reflux
2.1: ammonium hydroxide / toluene; water; tetrahydrofuran / 2 h / -10 °C / Reflux
2.2: pH 4
3.1: ammonium hydroxide; (NH4)2CO3; copper(II) sulfate / water / 72 h / 118 °C / Autoclave; Industry scale
4.1: hydrogen / 5 palladium on charcoal / ethanol; water / 8 h / 55 °C / Industry scale
5.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
6.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale
7.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale
7.2: 0 °C / Industry scale
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
1.1: hydrogen / palladium 10 on activated carbon / tetrahydrofuran; methanol / 23 °C / 2585.81 Torr / Industry scale; Autoclave
2.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
3.1: diethyl ether; isobutyramide / 1 h / 25 °C
4.1: sodium hydroxide; water / 1.5 h / 100 °C
4.2: 0 °C / pH 1 - 2
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
1.1: trichlorophosphate / sulfolane / 80 - 120 °C
1.2: 10 - 95 °C
1.3: 25 - 80 °C / pH 6 - 8
2.1: hydrogen / palladium 10 on activated carbon / tetrahydrofuran; methanol / 23 °C / 2585.81 Torr / Industry scale; Autoclave
3.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
4.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale
5.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale
5.2: 0 °C / Industry scale
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
1.1: hydrogen / palladium 10 on activated carbon / ethanol; water; tetrahydrofuran / 43 h / 50 °C / 2844.39 Torr / Industry scale
2.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
3.1: diethyl ether; isobutyramide / 1 h / 25 °C
4.1: sodium hydroxide; water / 1.5 h / 100 °C
4.2: 0 °C / pH 1 - 2
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
1.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
2.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale
3.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale
3.2: 0 °C / Industry scale
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;
反应条件
1.1: pyridine / dichloromethane / 0 - 23 °C / Industry scale
2.1: tetrahydrofuran / 1 h / 0 - 23 °C / Industry scale
3.1: sodium hydroxide; water / 30 h / 23 °C / Industry scale
3.2: 0 °C / Industry scale
View Scheme
参考文献
ANADYS PHARMACEUTICALS, INC.
Patent: WO2008/124450 A1, 2008 ;