4-氯吡啶-2,6-二羧酸甲酯合成路线 (共 30 条)
反应条件
1: 64 percent / NaBH4 / ethanol / 16 h / Heating
2: 65 percent / methanesulfonyl chloride, Et3N / CH2Cl2; CHCl3 / 36 h / 20 °C
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参考文献
Bridger, Gary J.; Skerlj, Renato T.; Padmanabhan, Sreenivasan; Martellucci, Stephen A.; Henson, Geoffrey W.; Struyf, Sofie; Witvrouw, Myriam; Schols, Dominique; De Clercq, Erik
Journal of Medicinal Chemistry, 1999 , vol. 42, # 19 p. 3971 - 3981
反应条件
2: hydrolysis
3: thionyl chloride / dimethylformamide
4: 42.9 percent / benzene / 48 h / 50 °C
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参考文献
Bradshaw, J. S.; Maas, G. E.; Lamb, J. D.; Izatt, R. M.; Christensen J. J.
Journal of the American Chemical Society, 1980 , vol. 102, # 2 p. 467 - 474
反应条件
1: 52 percent / P(o-Tolyl)3; CsF / Pd(OAc)2 / 1,2-dimethoxy-ethane / 18 h / 100 °C
2: 86 percent / H2O; K2CO3 / methanol / 18 h / 20 °C
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参考文献
Tse, Man Kin; Bhor, Santosh; Klawonn, Markus; Anilkumar, Gopinathan; Jiao, Haijun; Doebler, Christian; Spannenberg, Anke; Magerlein, Wolfgang; Hugl, Herbert; Beller, Matthias
Chemistry - A European Journal, 2006 , vol. 12, # 7 p. 1855 - 1874
反应条件
1: methanol / Heating
2: NaBH4 / ethanol / Heating
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参考文献
Luening, Ulrich; Baumstark, Roland; Peters, Karl; Schnering, Hans Georg von
Liebigs Annalen der Chemie, 1990 , # 2 p. 129 - 143
反应条件
1: 39 percent / anhydrous K2CO3 / dimethylsulfoxide / 6 h / 100 °C
2: 76 percent / NaBH4 / ethanol / 1) r.t., 2 h, 2) reflux, 15 h
3: 79 percent / PBr3 / CHCl3 / 2 h / Heating
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参考文献
Voegtle, Fritz; Ohm, Christian
Chemische Berichte, 1984 , vol. 117, # 3 p. 948 - 954
反应条件
1: sodium / 3 h / Heating
2: NaBH4 / 1) 0 deg C 2) 1.5 h, 20 deg C 3) 16 h, reflux
3: 93 percent / SeO2 / dioxane / 7 h / Heating
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参考文献
Luening, Ulrich; Baumstark, Roland; Peters, Karl; Schnering, Hans Georg von
Liebigs Annalen der Chemie, 1990 , # 2 p. 129 - 143
参考文献
Weber, E.; Koehler, H.-J.
Journal fuer Praktische Chemie/Chemiker-Zeitung, 1995 , vol. 337, # 6 p. 451 - 455
反应条件
orthophosphorus acid; hydrogen iodide
5 h; Heating;
参考文献
Storm, Ole; Luening, Ulrich
European Journal of Organic Chemistry, 2002 , # 21 p. 3680 - 3685
反应条件
1: 90 percent / hydrogen iodide; phosphorous acid / 5 h / Heating
2: 70 percent / sulfuric acid / 4 h / Heating
3: 70 percent / sodium borohydride / methanol / 17 h / Heating
4: 90 percent / selenium dioxide / dioxane / 5.5 h / Heating
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参考文献
Storm, Ole; Luening, Ulrich
European Journal of Organic Chemistry, 2002 , # 21 p. 3680 - 3685
反应条件
1: 98 percent / methanol / 2 h / Heating
2: aq. K2CO3 / methanol / 18 h / Ambient temperature
View Scheme
参考文献
Parlow, John J.
Journal of Heterocyclic Chemistry, 1998 , vol. 35, # 6 p. 1493 - 1499