4-溴甲基-1H-吲哚-1-羧酸-1,1-二甲基乙酯合成路线 （共 9 条）
反应条件
phosphorus tribromide in diethyl ether; dichloromethane T=0°C; 0.5 h;
参考文献
Fauq, Abdul H.; Hong, Feng; Cusack, Bernadette; Tyler, Beth M.; Ping-Pang, Yuan; Richelson, Elliott
Tetrahedron Asymmetry, 1998 , vol. 9, # 23 p. 4127 - 4134
反应条件
1: 100 percent / DMAP / acetonitrile / 12 h / Ambient temperature 2: 88 percent / DIBAL / diethyl ether; CH2Cl2 / 0.5 h / -78 °C 3: 84 percent / PBr3 / diethyl ether; CH2Cl2 / 0.5 h / 0 °C View Scheme
参考文献
NOVARTIS AG; BERST, Frederic; FURET, Pascal; MARZINZIK, Andreas; STAUFFER, Frederic
Patent: WO2011/157793 A1, 2011 ;
WO 2011/157793 A1
反应条件
1: dimethylformamide / 12 h / 120 °C 2: H2 / 10 percent Pd/C / benzene / 12 h / 2844.31 Torr / Ambient temperature 3: 100 percent / DMAP / acetonitrile / 12 h / Ambient temperature 4: 88 percent / DIBAL / diethyl ether; CH2Cl2 / 0.5 h / -78 °C 5: 84 percent / PBr3 / diethyl ether; CH2Cl2 / 0.5 h / 0 °C View Scheme
参考文献
Fauq, Abdul H.; Hong, Feng; Cusack, Bernadette; Tyler, Beth M.; Ping-Pang, Yuan; Richelson, Elliott
Tetrahedron Asymmetry, 1998 , vol. 9, # 23 p. 4127 - 4134
反应条件
1: 1.) KHCO3 / 1.) DMF, 40 deg C, 2.) DMF, RT, 12 h 2: dimethylformamide / 12 h / 120 °C 3: H2 / 10 percent Pd/C / benzene / 12 h / 2844.31 Torr / Ambient temperature 4: 100 percent / DMAP / acetonitrile / 12 h / Ambient temperature 5: 88 percent / DIBAL / diethyl ether; CH2Cl2 / 0.5 h / -78 °C 6: 84 percent / PBr3 / diethyl ether; CH2Cl2 / 0.5 h / 0 °C View Scheme
参考文献
Fauq, Abdul H.; Hong, Feng; Cusack, Bernadette; Tyler, Beth M.; Ping-Pang, Yuan; Richelson, Elliott
Tetrahedron Asymmetry, 1998 , vol. 9, # 23 p. 4127 - 4134
反应条件
1: H2 / 10 percent Pd/C / benzene / 12 h / 2844.31 Torr / Ambient temperature 2: 100 percent / DMAP / acetonitrile / 12 h / Ambient temperature 3: 88 percent / DIBAL / diethyl ether; CH2Cl2 / 0.5 h / -78 °C 4: 84 percent / PBr3 / diethyl ether; CH2Cl2 / 0.5 h / 0 °C View Scheme
参考文献
Fauq, Abdul H.; Hong, Feng; Cusack, Bernadette; Tyler, Beth M.; Ping-Pang, Yuan; Richelson, Elliott
Tetrahedron Asymmetry, 1998 , vol. 9, # 23 p. 4127 - 4134
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 16 h 1.2: 16 h 2.1: diisobutylaluminium hydride / cyclohexane; tetrahydrofuran / 16.33 h / -78 - 20 °C / Inert atmosphere 2.2: 2 h / 0 °C 3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.33 h / 0 °C 3.2: 1.17 h / 0 °C View Scheme
参考文献
NOVARTIS AG; BERST, Frederic; FURET, Pascal; MARZINZIK, Andreas
Patent: WO2011/157787 A1, 2011 ;
WO 2011/157787 A1
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 16 h 2.1: diisobutylaluminium hydride / cyclohexane; tetrahydrofuran / 16.33 h / -78 - 20 °C / Inert atmosphere 2.2: 2 h / 0 °C 3.1: carbon tetrabromide / dichloromethane / 0 °C 3.2: 1.17 h / 0 °C View Scheme
参考文献
NOVARTIS AG; BERST, Frederic; FURET, Pascal; MARZINZIK, Andreas
Patent: WO2011/157787 A1, 2011 ;
WO 2011/157787 A1
反应条件
1: 88 percent / DIBAL / diethyl ether; CH2Cl2 / 0.5 h / -78 °C 2: 84 percent / PBr3 / diethyl ether; CH2Cl2 / 0.5 h / 0 °C View Scheme
参考文献
NOVARTIS AG; BERST, Frederic; FURET, Pascal; MARZINZIK, Andreas; STAUFFER, Frederic
Patent: WO2011/157793 A1, 2011 ;
WO 2011/157793 A1
反应条件
1.1: diisobutylaluminium hydride / cyclohexane; tetrahydrofuran / 16.33 h / -78 - 20 °C / Inert atmosphere 1.2: 2 h / 0 °C 2.1: carbon tetrabromide / dichloromethane / 0 °C 2.2: 1.17 h / 0 °C View Scheme
参考文献
NOVARTIS AG; BERST, Frederic; FURET, Pascal; MARZINZIK, Andreas
Patent: WO2011/157787 A1, 2011 ;
WO 2011/157787 A1
