1-[3-(苯甲酸基)丙基]-2,3-二氢-5-(2-硝基丙基)-1H-吲哚-7-甲腈合成路线 (共 12 条)
反应条件
1: With pyridine; hydroxylamine hydrochloride in tetrahydrofuran T=50°C; 1 h; 2: With acetic anhydride in tetrahydrofuran T=50°C; 3.5 h; Reflux;
参考文献
SANDOZ AG; KUMAR LUTHRA, Parven; BHUTA, Sachin; ABHINAY, Chandrakant Pise; DATTATRAYA, N., Chavan; SHASHIKANT, D., Metkar
Patent: WO2013/56842 A1, 2013 ;
Location in patent: Page/Page column 19 ;
反应条件
1.1: triethylamine / N,N-dimethyl-formamide / 20 - 50 °C 1.2: 6 h / 100 °C 2.1: trichlorophosphate / 0.67 h / cooling with ice 2.2: 3 h / 20 °C 2.3: 0.5 h 3.1: ammonium acetate / 1 h / Reflux 4.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 4.2: 1 h / pH 4 5.1: trichlorophosphate / 0.83 h / cooling with ice 5.2: 2.58 h / 50 °C 6.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 6.2: 3.5 h / 50 °C / Reflux View Scheme
参考文献
SANDOZ AG; KUMAR LUTHRA, Parven; BHUTA, Sachin; ABHINAY, Chandrakant Pise; DATTATRAYA, N., Chavan; SHASHIKANT, D., Metkar
Patent: WO2013/56842 A1, 2013 ;
反应条件
1.1: triethylamine / N,N-dimethyl-formamide / 20 - 50 °C 1.2: 6 h / 100 °C 2.1: trichlorophosphate / 0.67 h / cooling with ice 2.2: 3 h / 20 °C 2.3: 0.5 h 3.1: ammonium acetate / 1 h / Reflux 4.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 4.2: 1 h / pH 4 5.1: trichlorophosphate / 0.83 h / cooling with ice 5.2: 2.58 h / 50 °C 6.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 6.2: 3.5 h / 50 °C / Reflux View Scheme
参考文献
SANDOZ AG; KUMAR LUTHRA, Parven; BHUTA, Sachin; ABHINAY, Chandrakant Pise; DATTATRAYA, N., Chavan; SHASHIKANT, D., Metkar
Patent: WO2013/56842 A1, 2013 ;
反应条件
1.1: trichlorophosphate / 0.67 h / cooling with ice 1.2: 3 h / 20 °C 1.3: 0.5 h 2.1: ammonium acetate / 1 h / Reflux 3.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 3.2: 1 h / pH 4 4.1: trichlorophosphate / 0.83 h / cooling with ice 4.2: 2.58 h / 50 °C 5.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 5.2: 3.5 h / 50 °C / Reflux View Scheme
参考文献
SANDOZ AG; KUMAR LUTHRA, Parven; BHUTA, Sachin; ABHINAY, Chandrakant Pise; DATTATRAYA, N., Chavan; SHASHIKANT, D., Metkar
Patent: WO2013/56842 A1, 2013 ;
反应条件
1.1: ammonium acetate / 1 h / Reflux 2.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 2.2: 1 h / pH 4 3.1: trichlorophosphate / 0.83 h / cooling with ice 3.2: 2.58 h / 50 °C 4.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 4.2: 3.5 h / 50 °C / Reflux View Scheme
参考文献
SANDOZ AG; KUMAR LUTHRA, Parven; BHUTA, Sachin; ABHINAY, Chandrakant Pise; DATTATRAYA, N., Chavan; SHASHIKANT, D., Metkar
Patent: WO2013/56842 A1, 2013 ;
反应条件
1.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 1.2: 1 h / pH 4 2.1: trichlorophosphate / 0.83 h / cooling with ice 2.2: 2.58 h / 50 °C 3.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 3.2: 3.5 h / 50 °C / Reflux View Scheme
参考文献
SANDOZ AG; KUMAR LUTHRA, Parven; BHUTA, Sachin; ABHINAY, Chandrakant Pise; DATTATRAYA, N., Chavan; SHASHIKANT, D., Metkar
Patent: WO2013/56842 A1, 2013 ;
反应条件
1.1: trichlorophosphate / 0.83 h / cooling with ice 1.2: 2.58 h / 50 °C 2.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 2.2: 3.5 h / 50 °C / Reflux View Scheme
参考文献
SANDOZ AG; KUMAR LUTHRA, Parven; BHUTA, Sachin; ABHINAY, Chandrakant Pise; DATTATRAYA, N., Chavan; SHASHIKANT, D., Metkar
Patent: WO2013/56842 A1, 2013 ;
反应条件
1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 2: water; acetone / 3.25 h / 20 °C / Reflux 3: sodium carbonate / water / pH 8 - 9 View Scheme
参考文献
RATIOPHARM GMBH; GIDWANI, Ramesh Matioram; KOLHATKAR, Mayur Vilas
Patent: WO2011/124704 A1, 2011 ;
反应条件
1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 2: water; acetone / 3.25 h / 20 °C / Reflux 3: sodium carbonate / water / pH 8 - 9 4: sodium carbonate / ethanol; tert-butyl alcohol / 42 h / 50 - 90 °C 5: sodium hydroxide; water / methanol / 1.25 h / 20 °C / cooling with ice View Scheme
参考文献
RATIOPHARM GMBH; GIDWANI, Ramesh Matioram; KOLHATKAR, Mayur Vilas
Patent: WO2011/124704 A1, 2011 ;
反应条件
1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 2: water; acetone / 3.25 h / 20 °C / Reflux 3: sodium carbonate / water / pH 8 - 9 4: sodium carbonate / ethanol; tert-butyl alcohol / 42 h / 50 - 90 °C 5: sodium hydroxide; water / methanol / 1.25 h / 20 °C / cooling with ice 6: sodium hydroxide; dihydrogen peroxide / water; dimethyl sulfoxide / 2.25 h / 20 - 25 °C View Scheme
参考文献
RATIOPHARM GMBH; GIDWANI, Ramesh Matioram; KOLHATKAR, Mayur Vilas
Patent: WO2011/124704 A1, 2011 ;