3-氨基-9H-吡啶并[3,4-b]吲哚合成路线 （共 15 条）
参考文献
US5223509 A1, ;
US 5223509 A
反应条件
acetic acid in water
Curtius rearrangement; 1 h; Reflux;
参考文献
Ikeda, Reiko; Kimura, Takanori; Tsutsumi, Tatsuya; Tamura, Syunsuke; Sakai, Norio; Konakahara, Takeo
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 10 p. 3506 - 3515
反应条件
1: 80 percent / 85percent hydrazine hydrate / ethanol / 6 h / Heating
2: 77 percent / aq. HCl, NaNO2 / 0.33 h / 0 °C
3: 77 percent / aq. AcOH / 0.5 h / Heating
View Scheme
参考文献
Dodd; Ouannes; Prado de Carvalho; Valin; Venault; Chapouthier; Rossier; Potier
Journal of Medicinal Chemistry, 1985 , vol. 28, # 6 p. 824 - 828
反应条件
potassium hydroxide in ethanol
2 h; Heating;
参考文献
Agarwal, Shiv K.; Saxena, Anil K.; Jain, Padam C.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 1 p. 45 - 47
反应条件
1: 77 percent / aq. HCl, NaNO2 / 0.33 h / 0 °C
2: 77 percent / aq. AcOH / 0.5 h / Heating
View Scheme
参考文献
Dodd; Ouannes; Prado de Carvalho; Valin; Venault; Chapouthier; Rossier; Potier
Journal of Medicinal Chemistry, 1985 , vol. 28, # 6 p. 824 - 828
反应条件
1: 81 percent / N2H4*H2O / ethanol / 8 h / Heating
2: 95.4 percent / NaNO2, glac.HOAc / H2O / 1 h / 0 °C
3: 72.5 percent / tetrahydrofuran / 10 h / Heating
4: 71.76 percent / 20percent KOH / ethanol / 2 h / Heating
View Scheme
参考文献
Agarwal, Shiv K.; Saxena, Anil K.; Jain, Padam C.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 1 p. 45 - 47
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
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
反应条件
1: 88.2 percent / sulfur / xylene / 16 h / Heating
2: 81 percent / N2H4*H2O / ethanol / 8 h / Heating
3: 95.4 percent / NaNO2, glac.HOAc / H2O / 1 h / 0 °C
4: 72.5 percent / tetrahydrofuran / 10 h / Heating
5: 71.76 percent / 20percent KOH / ethanol / 2 h / Heating
View Scheme
参考文献
Agarwal, Shiv K.; Saxena, Anil K.; Jain, Padam C.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 1 p. 45 - 47
反应条件
1.1: sodium hydroxide / water / 5 h / 20 °C / Reflux
1.2: pH 5
2.1: thionyl chloride / 24 h / -10 °C / Reflux
2.2: pH 8
3.1: trichloroisocyanuric acid; triethylamine / N,N-dimethyl-formamide / 2 h / -20 - 0 °C
4.1: hydrazine hydrate / pentan-1-ol / 7 h / 150 °C
5.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 °C
6.1: o-xylene / 1 h / 160 °C
7.1: water; potassium hydroxide / ethanol / 2 h / Reflux
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
反应条件
1: sodium hydroxide
2: thionyl chloride / 6 h / Reflux
3: potassium permanganate / N,N-dimethyl-formamide / 24 h / 20 °C
4: hydrazine hydrate / methanol / Reflux
5: hydrogenchloride; sodium nitrite / water / 0 °C
6: hydrogenchloride / water / 100 °C
View Scheme
参考文献
Wang, Yue; Jin, Qiaomei; Lin, Guowu; Yang, Taotao; Wang, Zhanwei; Lu, Yi; Tang, Yimin; Liu, Lifang; Lu, Tao
Chemical and Pharmaceutical Bulletin, 2012 , vol. 60, # 4 p. 435 - 441
