5-甲氧基吲哚-2-甲酸乙酯合成路线 (共 27 条)
反应条件
bromine in acetic acid 24 h; Ambient temperature;
参考文献
Kruse; Meyer
Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4761 - 4768
反应条件
bromine in acetic acid 1 h; Ambient temperatureother methoxy derivatives of ethyl indole-2-acrboxylate; pyridinium bromide perbromide or N-bromosuccinimide (NBS) as bromination agent; var. solvents, temperatures and reaction times; Product distributionMechanism;
参考文献
Tani, Masanobu; Ikegami, Hiroyo; Tashiro, Mayumi; Hiura, Tetsuji; Tsukioka, Hiroko; et al.
Heterocycles, 1992 , vol. 34, # 12 p. 2349 - 2362
反应条件
bromine in acetic acid 0.00277778 h; 30 s, 24 h or 24 h with sodium acetate buffer; Product distribution;
参考文献
Kruse; Meyer
Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4761 - 4768
反应条件
1: 1.) LiAlH4 / tetrahydrofuran / 0 °C / 1.) 15 min, 2.) 45 min 2: MnO2 / CH2Cl2 / 1 h / 25 °C 3: 95 percent / Rh(dppp)2Cl / 18 h / Heating View Scheme
参考文献
Pappalardo; Vitali
Gazzetta Chimica Italiana, 1958 , vol. 88, p. 574,589
反应条件
1: trichlorophosphate / N,N-dimethyl-formamide / 2.5 h / 110 °C / |Cooling with ice 2: triethylsilane; trifluoroacetic acid / 5 h / 20 °C View Scheme
参考文献
Thanigaimalai, Pillaiyar; Konno, Sho; Yamamoto, Takehito; Koiwai, Yuji; Taguchi, Akihiro; Takayama, Kentaro; Yakushiji, Fumika; Akaji, Kenichi; Chen, Shen-En; Naser-Tavakolian, Aurash; Schoen, Arne; Freire, Ernesto; Hayashi, Yoshio
European Journal of Medicinal Chemistry, 2013 , vol. 68, p. 372 - 384
反应条件
boron tribromide in dichloromethane
参考文献
Dawson, Marcia J.; Fontana, Joseph A.; Zhang, Xiao-kun; Leid, Mark; Jong, Ling; Hobbs, Peter D.
Patent: US2003/176506 A1, 2003 ;
反应条件
1: trichlorophosphate / N,N-dimethyl-formamide / 2.5 h / 110 °C / |Cooling with ice 2: triethylsilane; trifluoroacetic acid / 5 h / 20 °C 3: lithium hydroxide hydrate / tetrahydrofuran; water / 3 h / 20 °C View Scheme
参考文献
Thanigaimalai, Pillaiyar; Konno, Sho; Yamamoto, Takehito; Koiwai, Yuji; Taguchi, Akihiro; Takayama, Kentaro; Yakushiji, Fumika; Akaji, Kenichi; Chen, Shen-En; Naser-Tavakolian, Aurash; Schoen, Arne; Freire, Ernesto; Hayashi, Yoshio
European Journal of Medicinal Chemistry, 2013 , vol. 68, p. 372 - 384
反应条件
hydroxylamine in methanol
24 h; Ambient temperature;
参考文献
Kogan, N. A.; Ivanov, V. E.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1985 , vol. 21, # 2 p. 188 - 190
Khimiya Geterotsiklicheskikh Soedinenii, 1985 , vol. 21, # 2 p. 227 - 229
反应条件
hydrogenchloride; sodium nitrite in water; acetone
T=20 - 25°C;
参考文献
AstraZeneca AB
Patent: US6833387 B1, 2004 ;
Location in patent: Page column 30-31 ;
US 6833387 B1
反应条件
hydrogenchloride; sodium carbonate; sodium nitrite
1.) 3-5 deg C, 2.) DMF, 5 degC, 1 h; Yield given. Multistep reaction;
参考文献
Simakov, S. V.; Velezheva, V. S.; Kozik, T. A.; Ershova, Yu. A.; Chernov, V. A.; Suvorov, N. N.
Pharmaceutical Chemistry Journal, 1983 , vol. 17, # 10 p. 707 - 712
Khimiko-Farmatsevticheskii Zhurnal, 1983 , vol. 17, # 10 p. 1183 - 1188