2H-吡唑并[3,4-b]吡啶-3-羧酸甲酯合成路线 （共 9 条）
反应条件
bromine; sodium acetate; acetic acid T=115°C;
参考文献
JANSSEN PHARMACEUTICA, N.V.
Patent: WO2006/130673 A1, 2006 ;
Location in patent: Page/Page column 74 ;
WO 2006/130673 A1
反应条件
1: 43 percent / Br2; NaOAc; acetic acid / 115 °C 2: 100 percent / aq. NaOH / methanol / 4 h / Heating View Scheme
参考文献
Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark
Patent: US2013/296302 A1, 2013 ;
反应条件
sulfuric acid
6 h; RefluxInert atmosphere;
参考文献
Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark
Patent: US2013/296302 A1, 2013 ;
Location in patent: Paragraph 0497 ;
反应条件
1.1: hydrazine hydrate / ethanol / 12 h / Reflux
2.1: sodium hydroxide / water / 0.17 h / 20 °C
2.2: 80 °C
2.3: pH 2
3.1: sulfuric acid / Reflux
3.2: 0.08 h / 20 °C
View Scheme
参考文献
UNIVERSITY OF KANSAS; GEORGE, Ingrid, Gunda; TASH, Joseph, S.; CHAKRSALI, Ramappa; JAKKARAJ, Sudhakar, R.; CALVET, James, P.
Patent: WO2011/5759 A2, 2011 ;
反应条件
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 3 h / -70 °C / Inert atmosphere
1.2: 3 h / -70 °C
1.3: -40 °C
2.1: chromium(VI) oxide / acetone / 3 h / -30 - 20 °C / Inert atmosphere
3.1: hydrazine hydrate / ethanol / 12 h / Reflux
4.1: sodium hydroxide / water / 0.17 h / 20 °C
4.2: 80 °C
4.3: pH 2
5.1: sulfuric acid / Reflux
5.2: 0.08 h / 20 °C
View Scheme
参考文献
UNIVERSITY OF KANSAS; GEORGE, Ingrid, Gunda; TASH, Joseph, S.; CHAKRSALI, Ramappa; JAKKARAJ, Sudhakar, R.; CALVET, James, P.
Patent: WO2011/5759 A2, 2011 ;
反应条件
1.1: sodium hydroxide / water / 0.17 h / 20 °C
1.2: 80 °C
1.3: pH 2
2.1: sulfuric acid / Reflux
2.2: 0.08 h / 20 °C
View Scheme
参考文献
UNIVERSITY OF KANSAS; GEORGE, Ingrid, Gunda; TASH, Joseph, S.; CHAKRSALI, Ramappa; JAKKARAJ, Sudhakar, R.; CALVET, James, P.
Patent: WO2011/5759 A2, 2011 ;
反应条件
1.1: chromium(VI) oxide / acetone / 3 h / -30 - 20 °C / Inert atmosphere
2.1: hydrazine hydrate / ethanol / 12 h / Reflux
3.1: sodium hydroxide / water / 0.17 h / 20 °C
3.2: 80 °C
3.3: pH 2
4.1: sulfuric acid / Reflux
4.2: 0.08 h / 20 °C
View Scheme
参考文献
UNIVERSITY OF KANSAS; GEORGE, Ingrid, Gunda; TASH, Joseph, S.; CHAKRSALI, Ramappa; JAKKARAJ, Sudhakar, R.; CALVET, James, P.
Patent: WO2011/5759 A2, 2011 ;
反应条件
1: 43 percent / Br2; NaOAc; acetic acid / 115 °C
2: 97 percent / NaH / tetrahydrofuran
View Scheme
参考文献
Lin, Ronghui; Connolly, Peter J.; Lu, Yanhua; Chiu, George; Li, Shengjian; Yu, Yang; Huang, Shenlin; Li, Xun; Emanuel, Stuart L.; Middleton, Steven A.; Gruninger, Robert H.; Adams, Mary; Fuentes-Pesquera, Angel R.; Greenberger, Lee M.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 15 p. 4297 - 4302
反应条件
1: 43 percent / Br2; NaOAc; acetic acid / 115 °C
2: 97 percent / NaH / tetrahydrofuran
3: 90 percent / aq. NaOH / methanol
View Scheme
参考文献
Lin, Ronghui; Connolly, Peter J.; Lu, Yanhua; Chiu, George; Li, Shengjian; Yu, Yang; Huang, Shenlin; Li, Xun; Emanuel, Stuart L.; Middleton, Steven A.; Gruninger, Robert H.; Adams, Mary; Fuentes-Pesquera, Angel R.; Greenberger, Lee M.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 15 p. 4297 - 4302
