1-[3-(苯甲酰氧基)丙基]-2,3-二氢-1H-吲哚-5-甲醛合成路线 (共 8 条)
反应条件
1: N,N-dimethyl-formamide With trichlorophosphate 0.666667 h; cooling with ice; 2: 1-(3-benzoyloxypropyl)-2,3-dihydroindole hydrochloride T=20°C; 3 h; 3: With sodium carbonate in water 0.5 h;
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 17 ;
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 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 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 5.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 6.1: water; acetone / 3.25 h / 20 °C / Reflux 7.1: 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
1.1: 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 5.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 6.1: water; acetone / 3.25 h / 20 °C / Reflux 7.1: sodium carbonate / water / pH 8 - 9 8.1: sodium carbonate / ethanol; tert-butyl alcohol / 42 h / 50 - 90 °C 9.1: 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
1.1: 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: 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 5.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 6.1: water; acetone / 3.25 h / 20 °C / Reflux 7.1: sodium carbonate / water / pH 8 - 9 8.1: sodium carbonate / ethanol; tert-butyl alcohol / 42 h / 50 - 90 °C 9.1: sodium hydroxide; water / methanol / 1.25 h / 20 °C / cooling with ice 10.1: 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 ;
反应条件
1.1: ammonium acetate / 20 - 100 °C 2.1: sodium tetrahydroborate; potassium hydroxide / tetrahydrofuran; water / -10 - 20 °C 3.1: trichlorophosphate / 0 - 50 °C 3.2: |Cooling with ice 4.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 2 h / 50 °C 4.2: 2 h / 80 °C 5.1: platinum on carbon; hydrogen / ethyl acetate / 25 - 30 °C / 6000.6 - 7500.75 Torr / |Autoclave 6.1: acetone; water / 25 - 65 °C / |Resolution of racemate 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 ;