(2R)-1,2,3,4-四氢-5-甲氧基-N-丙基-2-萘胺合成路线 (共 6 条)
反应条件
1.1: lauryl mercaptan / ethyl acetate / Inert atmosphere; Reflux 1.2: 0.58 h / Inert atmosphere; Reflux 1.3: 0.08 h / Reflux 2.1: potassium carbonate / 2-methyl tetrahydrofuran / Reflux 3.1: methyltretrahydrofuran, 2- / 75 °C 4.1: hydrogenchloride / water; tetrahydrofuran / 0.25 h / 65 °C View Scheme
参考文献
UCB PHARMA GMBH; ATES, Celal; SCHULE, Arnaud; PALACIO, Magali; DEUTSCH, Paul; VASSELIN, David; CARLY, Nicolas; PHADTARE, Ganesh; YERANDE, Swapnil; DELATINNE, Jean-Pierre; ESCUDERO HERNANDEZ, Maria Luisa; PINILLA, Veronique
Patent: WO2011/161255 A2, 2011 ;
反应条件
1.1: lauryl mercaptan / ethyl acetate / Inert atmosphere; Reflux 1.2: 0.58 h / Inert atmosphere; Reflux 1.3: 0.08 h / Reflux 2.1: potassium carbonate / 2-methyl tetrahydrofuran / Reflux 3.1: methyltretrahydrofuran, 2- / 75 °C 4.1: hydrogenchloride / water; tetrahydrofuran / 0.25 h / 65 °C 5.1: sodium hydrogensulfite; water; hydrogen bromide; acetic acid / 2 h / Reflux 6.1: sodium carbonate / o-xylene; water / 70 - 80 °C 6.2: Reflux 6.3: 15 - 55 °C 7.1: ammonia / cyclohexane; water / Reflux View Scheme
反应条件
1.1: lauryl mercaptan / ethyl acetate / Inert atmosphere; Reflux 1.2: 0.58 h / Inert atmosphere; Reflux 1.3: 0.08 h / Reflux 2.1: potassium carbonate / 2-methyl tetrahydrofuran / Reflux 3.1: methyltretrahydrofuran, 2- / 75 °C 4.1: hydrogenchloride / water; tetrahydrofuran / 0.25 h / 65 °C 5.1: sodium hydrogensulfite; water; hydrogen bromide; acetic acid / 2 h / Reflux 6.1: sodium carbonate / o-xylene; water / 70 - 80 °C 6.2: Reflux 6.3: 15 - 55 °C View Scheme
参考文献
UCB PHARMA GMBH; ATES, Celal; SCHULE, Arnaud; PALACIO, Magali; DEUTSCH, Paul; VASSELIN, David; CARLY, Nicolas; PHADTARE, Ganesh; YERANDE, Swapnil; DELATINNE, Jean-Pierre; ESCUDERO HERNANDEZ, Maria Luisa; PINILLA, Veronique
Patent: WO2011/161255 A2, 2011 ;
反应条件
1.1: lauryl mercaptan / ethyl acetate / Inert atmosphere; Reflux
1.2: 0.58 h / Inert atmosphere; Reflux
1.3: 0.08 h / Reflux
2.1: potassium carbonate / 2-methyl tetrahydrofuran / Reflux
View Scheme
参考文献
UCB PHARMA GMBH; ATES, Celal; SCHULE, Arnaud; PALACIO, Magali; DEUTSCH, Paul; VASSELIN, David; CARLY, Nicolas; PHADTARE, Ganesh; YERANDE, Swapnil; DELATINNE, Jean-Pierre; ESCUDERO HERNANDEZ, Maria Luisa; PINILLA, Veronique
Patent: WO2011/161255 A2, 2011 ;
反应条件
1: With lauryl mercaptan in ethyl acetate
Inert atmosphereReflux;
2: With 2,2'-azo-bisisobutyronitrile in ethyl acetate
0.583333 h; Inert atmosphereReflux;
3: With hydrogenchloride in water; ethyl acetate
0.0833333 h; Reflux;
参考文献
UCB PHARMA GMBH; Ates, Celal; Schule, Arnaud; Palacio, Magali; Deutsch, Paul; Vasselin, David; Carly, Nicolas; Phadtare, Ganesh; Yerande, Swapnil; Delatinne, Jean-Pierre; Escudero Hernandez, Maria Luisa; Pinilla, Veronique
Patent: US2013/102794 A1, 2013 ;
Location in patent: Paragraph 0238 ;
反应条件
With hydrogen; acetic acid; palladium on activated charcoal in ethanol Ambient temperature;
参考文献
Seiler, Max P.; Stoll, Andre P.; Closse, Annemarie; Frick, Willy; Jaton, Annelise; Vigouret, Jean-Marie Journal of Medicinal Chemistry, 1986 , vol. 29, # 6 p. 912 - 917