2,3,4,9-四氢-1H-beta-咔啉-3-甲酸合成路线 (共 19 条)
反应条件
1: HCl gas / Heating
2: 70 percent / 18 h / Ambient temperature
3: 80 percent / MnO2 / methylamine / 18 h / Ambient temperature
View Scheme
参考文献
Couts, Ronald T.; Micetich, Ronald G.; Baker, Glen B; Benderly, Abraham; Dewhurst, Tim; et al.
Heterocycles, 1984 , vol. 22, # 1 p. 131 - 142
反应条件
1: HCl gas / Heating
2: 90 percent / 18 h / Ambient temperature
3: 450 mg / MnO2 / benzene / 12 h / Heating
View Scheme
参考文献
Couts, Ronald T.; Micetich, Ronald G.; Baker, Glen B; Benderly, Abraham; Dewhurst, Tim; et al.
Heterocycles, 1984 , vol. 22, # 1 p. 131 - 142
反应条件
1: HCl gas / Heating
2: 90 percent / 18 h / Ambient temperature
3: 50 percent / MnO2 / various solvent(s) / 72 h / Ambient temperature
View Scheme
参考文献
Couts, Ronald T.; Micetich, Ronald G.; Baker, Glen B; Benderly, Abraham; Dewhurst, Tim; et al.
Heterocycles, 1984 , vol. 22, # 1 p. 131 - 142
反应条件
1: 57 percent / HCl / 6 h / Heating
2: 97 percent / S / xylene; dioxane / 144 h / Heating
3: 82 percent / LiBH4 / tetrahydrofuran / 9 h / Ambient temperature
View Scheme
参考文献
Cain; Weber; Guzman; Cook; Barker; Rice; Crawley; Paul; Skolnick
Journal of Medicinal Chemistry, 1982 , vol. 25, # 9 p. 1081 - 1091
反应条件
1: 57 percent / HCl / 6 h / Heating
2: 97 percent / S / xylene; dioxane / 144 h / Heating
3: 82 percent / LiBH4 / tetrahydrofuran / 9 h / Ambient temperature
4: 70 percent / MnO2 / acetonitrile / 4.5 h / Heating
5: 96 percent / tetrahydrofuran / 2.5 h / 25 °C
6: 80 percent / MnO2 / acetonitrile / 1.5 h / Heating
View Scheme
参考文献
Cain; Weber; Guzman; Cook; Barker; Rice; Crawley; Paul; Skolnick
Journal of Medicinal Chemistry, 1982 , vol. 25, # 9 p. 1081 - 1091
反应条件
1: HCl gas / Heating
2: sulfur / xylene / Heating
3: NH3 / methanol
View Scheme
参考文献
Couts, Ronald T.; Micetich, Ronald G.; Baker, Glen B; Benderly, Abraham; Dewhurst, Tim; et al.
Heterocycles, 1984 , vol. 22, # 1 p. 131 - 142
反应条件
1: 50 percent / HCl (gas)
2: 30 percent / chloranil / various solvent(s) / 1.5 h / Heating
View Scheme
参考文献
Lippke; Schunack; Wenning; Muller
Journal of Medicinal Chemistry, 1983 , vol. 26, # 4 p. 499 - 503
反应条件
1: 85 percent / H2SO4 / Heating
2: 80 percent / MnO2 / benzene / Heating
3: 90 percent / NaOH / H2O / Heating
4: dimethylformamide / 2 h / 20 °C
5: 70 percent / DBU / 18 h / 80 - 85 °C
View Scheme
参考文献
Hagen, Timothy J.; Guzman, Filadelfo; Schultz, Christopher; Cook, James M.; Skolnick, Phil; Shannon, Harlan E.
Heterocycles, 1986 , vol. 24, # 10 p. 2845 - 2855
反应条件
1.1: thionyl chloride / 24 h / -10 °C / Reflux
1.2: pH 8
2.1: trichloroisocyanuric acid; triethylamine / N,N-dimethyl-formamide / 2 h / -20 - 0 °C
3.1: hydrazine hydrate / pentan-1-ol / 7 h / 150 °C
4.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 °C
5.1: o-xylene / 1 h / 160 °C
6.1: water; potassium hydroxide / ethanol / 2 h / Reflux
7.1: pyridine / 5 h / 20 °C
7.2: 1 h / 20 °C / Saturated solution
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux
8.2: 2 h / 20 °C
View Scheme
参考文献
Ikeda, Reiko; Iwaki, Toshie; Iida, Tomoko; Okabayashi, Takasumi; Nishi, Eishiro; Kurosawa, Masaki; Sakai, Norio; Konakahara, Takeo
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 2 p. 636 - 646