5-甲氧基吲哚-2-羧酸合成路线 (共 29 条)
反应条件
1.1: 77 percent / Cu; quinoline / Heating
2.1: 90 percent / phosphoryl chloride / 0 - 40 °C
3.1: NaOH / CH2Cl2 / 20 °C
3.2: 95 percent / CH2Cl2 / 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0 °C
4.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C
4.3: 62 percent / tetrahydrofuran; hexane / -78 - 0 °C
5.1: 83 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr
View Scheme
参考文献
Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang
Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282
反应条件
1.1: 77 percent / Cu; quinoline / Heating
2.1: 90 percent / phosphoryl chloride / 0 - 40 °C
3.1: NaOH / CH2Cl2 / 20 °C
3.2: 95 percent / CH2Cl2 / 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0 °C
4.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C
4.3: 84 percent / tetrahydrofuran; hexane / -78 - 0 °C
5.1: 91 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr
View Scheme
参考文献
Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang
Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282
反应条件
1.1: 77 percent / Cu; quinoline / Heating
2.1: 90 percent / phosphoryl chloride / 0 - 40 °C
3.1: NaOH / CH2Cl2 / 20 °C
3.2: 95 percent / CH2Cl2 / 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0 °C
4.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C
4.3: 94 percent / tetrahydrofuran; hexane / -78 - 0 °C
5.1: 91 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr
View Scheme
参考文献
Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang
Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282
反应条件
1.1: 77 percent / Cu; quinoline / Heating
2.1: 90 percent / phosphoryl chloride / 0 - 40 °C
3.1: NaOH / CH2Cl2 / 20 °C
3.2: 95 percent / CH2Cl2 / 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0 °C
4.2: potassium tert-butoxide / tetrahydrofuran; hexane / 0 °C
4.3: 71 percent / tetrahydrofuran; hexane / -78 - 0 °C
5.1: 94 percent / H2 / Pd/C / ethanol / 20 °C / 760 Torr
View Scheme
参考文献
Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang
Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282
反应条件
1,1'-carbonyldiimidazole in acetonitrile
1 h; Heating;
参考文献
Schlosser, Kevin M.; Krasutsky, Alexei P.; Hamilton, Harriet W.; Reed, Jessica E.; Sexton, Karen
Organic Letters, 2004 , vol. 6, # 5 p. 819 - 821
反应条件
hydrogenchloride; dimethyl sulfate in N,N-dimethyl-formamide; mineral oil
参考文献
Borch, Richard F.; Hernick, Marcy; Flader, Carolee
Patent: US2003/8850 A1, 2003 ;
反应条件
sodium hydride
1.) DMF, from 0 deg C to RT, 2.) DMF; Yield given. Multistep reaction;
参考文献
Kuehm-Caubere, Catherine; Caubere, Paul; Jamart-Gregoire, Brigitte; Negre-Salvayre, Anne; Bonnefont-Rousselot, Dominique; Bizot-Espiard, Jean-Guy; Pfeiffer, Bruno; Caignard, Daniel-Henri; Guardiola-Lemaitre, Beatrice; Renard, Pierre
Journal of Medicinal Chemistry, 1997 , vol. 40, # 8 p. 1201 - 1210
反应条件
1: thionyl chloride
2: 62 percent / NaNO2 / acetic acid / 2 h
View Scheme
参考文献
Tsotinis, Andrew; Vlachou, Margarita; Kiakos, Konstantinos; Hartley, John A.; Thurston, David E.
Chemistry Letters, 2003 , vol. 32, # 6 p. 512 - 513
反应条件
thionyl chloride in dichloromethane
T=70°C; 24 h;
参考文献
Al-Hiari, Yusuf; Shattat, Ghassan; Al-Qirim, Tariq; El-Huneidi, Waseem; Sheikha, Ghassan Abu; Hikmat, Suhair
Molecules, 2011 , vol. 16, # 10 p. 8292 - 8304