2-氨基-4,6-二甲基吡啶合成路线 （共 43 条）
反应条件
in tert-butyl alcohol
参考文献
Ji, Haitao; Delker, Silvia L.; Li, Huiying; Martasek, Pavel; Roman, Linda J.; Poulos, Thomas L.; Silverman, Richard B.
Journal of Medicinal Chemistry, 2010 , vol. 53, # 21 p. 7804 - 7824
反应条件
in tert-butyl alcohol
参考文献
Ji, Haitao; Li, Huiying; Martasek, Pavel; Roman, Linda J.; Poulos, Thomas L.; Silverman, Richard B.
Journal of Medicinal Chemistry, 2009 , vol. 52, # 3 p. 779 - 797
反应条件
1: 59 percent / bromine; glacial acetic acid / 1.33 h / 20 °C
2: 64 percent / potassium nitrate; concd. sulfuric acid / 1 h / 20 °C
View Scheme
参考文献
Heitsch, Holger; Becker, Reinhard H.A.; Kleemann, Heinz-Werner; Wagner, Adalbert
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 4 p. 673 - 678
反应条件
triethylamine in 1,2-dichloro-ethane
1 h;
参考文献
Bouhayat, Said; Piessard, Sylvie; Baut, Guillaume Le; Sparfel, Louis; Petit, Jean-Yves; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 5 p. 555 - 559
反应条件
in 1,2-dichloro-ethane
T=60°C; 3 h;
参考文献
Bouhayat, Said; Piessard, Sylvie; Baut, Guillaume Le; Sparfel, Louis; Petit, Jean-Yves; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 5 p. 555 - 559
反应条件
1: 58 percent
2: 12 percent
View Scheme
参考文献
Mukkala, Veli-Matti; Kankare, Jouko J.
Helvetica Chimica Acta, 1992 , vol. 75, # 5 p. 1578 - 1592
反应条件
1.1: bromine; acetic acid / 1.25 h / 20 °C / Inert atmosphere
1.2: Inert atmosphere; Cooling with ice
2.1: tert.-butylnitrite; bromine / tribromo methane / 2 h / 20 °C
View Scheme
参考文献
Zhang, Feng; Zaidi, Saheem; Haney, Kendra M.; Kellogg, Glen E.; Zhang, Yan
Journal of Organic Chemistry, 2011 , vol. 76, # 19 p. 7945 - 7952
反应条件
1.1: 67 percent / 1,3-dibromo-5,5-dimethylhydantoin / CH2Cl2 / 0.75 h / -40 °C
2.1: sodium nitrite; hypophosphorous acid / H2O / 12 h / 20 °C
2.2: 87 percent / water / 6 h / 5 °C / pH 6 - 7
3.1: 90 percent / silver carbonate / CH2Cl2 / 24 h
4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
4.2: 89 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C
5.1: m-CPBA; p-toluenesulfonic acid / CHCl3 / 24 h / 20 °C
6.1: 0.15 g / KOH / methanol / 2 h / Heating
View Scheme
参考文献
Wijtmans, Maikel; Pratt, Derek A.; Brinkhorst, Johan; Serwa, Remigiusz; Valgimigli, Luca; Pedulli, Gian Franco; Porter, Ned A.
Journal of Organic Chemistry, 2004 , vol. 69, # 26 p. 9215 - 9223
反应条件
1: 4,6-di-methyl-pyridin-2-ylamine With 1,3-dibromo-5,5-dimethyl-hydantoin in dichloromethane
T=-40°C; 0.666667 h;
2: formaldehyd With formic acid in water
18 h; Heating;
参考文献
Wijtmans, Maikel; Pratt, Derek A.; Valgimigli, Luca; DiLabio, Gino A.; Pedulli, Gian Franco; Porter, Ned A.
Angewandte Chemie - International Edition, 2003 , vol. 42, # 36 p. 4370 - 4373
反应条件
1.1: 1,3-dibromo-5,5-dimethyl-hydantoin / dichloromethane / 1.5 h / -5 °C / Inert atmosphere
2.1: hydrogenchloride; pyridine hydrochloride; copper(l) chloride; sodium nitrite / dichloromethane; water / 1.5 h / 20 °C / Inert atmosphere
2.2: 0.25 h / 20 °C / Inert atmosphere
3.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere
3.2: 0.67 h / Inert atmosphere; Cooling with ice
3.3: 30 °C / Inert atmosphere
View Scheme
参考文献
Crawford, Jason B.; Chen, Gang; Carpenter, Bryon; Wilson, Trevor; Ji, Jenny; Skerlj, Renato T.; Bridger, Gary J.
Organic Process Research and Development, 2012 , vol. 16, # 1 p. 109 - 116
