4-[5-[双(2-氯乙基)氨基]-1-甲基苯并咪唑-2-基]丁酸盐酸盐合成路线 (共 26 条)
反应条件
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 - 35 °C 2.1: hydrogen / Ni-Raney / tetrahydrofuran / 48 h / 20 °C / 2585.81 - 3102.97 Torr 3.1: ethyl acetate / 96 h / 25 °C 4.1: boron trifluoride diethyl etherate; triethylsilane / 24 h / 105 °C 5.1: sodium hydroxide / dichloromethane; water / pH > 10 5.2: 2 h / 60 °C View Scheme
反应条件
1.1: morpholine; sulfur / 12 h / 110 °C 1.2: 8 h / Reflux 2.1: sulfuric acid / 2 h / 50 °C 3.1: sodium t-butanolate / tert-butyl methyl ether / 2 h / 5 - 20 °C 4.1: (S)-pyrophosphoric acid / water / 2 h / 0 - 60 °C 5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 - 35 °C 6.1: hydrogen / Ni-Raney / tetrahydrofuran / 48 h / 20 °C / 2585.81 - 3102.97 Torr 7.1: ethyl acetate / 96 h / 25 °C 8.1: boron trifluoride diethyl etherate; triethylsilane / 24 h / 105 °C 9.1: sodium hydroxide / dichloromethane; water / pH > 10 9.2: 2 h / 60 °C View Scheme
反应条件
1.1: sulfuric acid / 2 h / 50 °C 2.1: sodium t-butanolate / tert-butyl methyl ether / 2 h / 5 - 20 °C 3.1: (S)-pyrophosphoric acid / water / 2 h / 0 - 60 °C 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 - 35 °C 5.1: hydrogen / Ni-Raney / tetrahydrofuran / 48 h / 20 °C / 2585.81 - 3102.97 Torr 6.1: ethyl acetate / 96 h / 25 °C 7.1: boron trifluoride diethyl etherate; triethylsilane / 24 h / 105 °C 8.1: sodium hydroxide / dichloromethane; water / pH > 10 8.2: 2 h / 60 °C View Scheme
反应条件
1.1: potassium carbonate; copper / o-xylene / 25 - 30 °C / Reflux 2.1: thionyl chloride / N,N-dimethyl-formamide; toluene / 40 - 50 °C 2.2: 0 - 30 °C 3.1: potassium tert-butylate / toluene / 15 - 30 °C / Inert atmosphere 3.2: 0 - 5 °C / pH 2 - 2.5 4.1: phosphorus pentoxide; phosphoric acid / 100 - 120 °C 5.1: magnesium / methanol / 25 - 65 °C / Reflux 6.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / -5 - 5 °C 6.2: -5 - 5 °C 7.1: isopropyl alcohol / 60 °C View Scheme
反应条件
1.1: thionyl chloride / N,N-dimethyl-formamide; toluene / 40 - 50 °C 1.2: 0 - 30 °C 2.1: potassium tert-butylate / toluene / 15 - 30 °C / Inert atmosphere 2.2: 0 - 5 °C / pH 2 - 2.5 3.1: phosphorus pentoxide; phosphoric acid / 100 - 120 °C 4.1: magnesium / methanol / 25 - 65 °C / Reflux 5.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / -5 - 5 °C 5.2: -5 - 5 °C 6.1: isopropyl alcohol / 60 °C View Scheme
反应条件
1.1: potassium tert-butylate / toluene / 15 - 30 °C / Inert atmosphere 1.2: 0 - 5 °C / pH 2 - 2.5 2.1: phosphorus pentoxide; phosphoric acid / 100 - 120 °C 3.1: magnesium / methanol / 25 - 65 °C / Reflux 4.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / tetrahydrofuran / -5 - 5 °C 4.2: -5 - 5 °C 5.1: isopropyl alcohol / 60 °C View Scheme
反应条件
1: xylene / 20 h / Reflux 2: potassium tert-butylate / tetrahydrofuran / 24 h / 10 - 20 °C / Inert atmosphere; Cooling with ice 3: lithium hexamethyldisilazane / tetrahydrofuran / 18 h / Inert atmosphere; Reflux 4: caesium carbonate; copper(l) iodide; N,N-dimethylaminoacetic acid / N,N-dimethyl-formamide / 3.5 h / 140 °C / Inert atmosphere 5: ethanol / 16 h / 20 °C View Scheme
反应条件
1: potassium tert-butylate / tetrahydrofuran / 24 h / 10 - 20 °C / Inert atmosphere; Cooling with ice 2: lithium hexamethyldisilazane / tetrahydrofuran / 18 h / Inert atmosphere; Reflux 3: caesium carbonate; copper(l) iodide; N,N-dimethylaminoacetic acid / N,N-dimethyl-formamide / 3.5 h / 140 °C / Inert atmosphere 4: ethanol / 16 h / 20 °C View Scheme
反应条件
1: lithium hexamethyldisilazane / tetrahydrofuran / 18 h / Inert atmosphere; Reflux 2: caesium carbonate; copper(l) iodide; N,N-dimethylaminoacetic acid / N,N-dimethyl-formamide / 3.5 h / 140 °C / Inert atmosphere 3: ethanol / 16 h / 20 °C View Scheme
反应条件
1.1: potassium tert-butylate / toluene / 3 h / 20 °C 1.2: 3 h / 20 °C 2.1: phosphorous pentoxide; phosphoric acid / 96 h / 115 - 120 °C 3.1: formic acid; iodine; magnesium / toluene; methanol / 5 h / 20 - 40 °C 3.2: 5 - 10 °C / pH ~ 1 4.1: sodium tetrahydroborate / tetrahydrofuran / 0.25 h / 20 °C 4.2: 6 h / Reflux 4.3: 10 - 15 °C 5.1: isopropyl alcohol / 13.75 h / -10 - 65 °C View Scheme