2-氨基-5-甲基吡啶合成路线 （共 125 条）
反应条件
hydrogen bromide; dihydrogen peroxide T=70°C; 1 h; Product distribution;
参考文献
Dunn, A. D.; Currie, A.; Hayes, L. E.
Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 3 p. 369 - 374
反应条件
1: 93 percent / 1.) aq. 48percent HBr, bromine; 2.) aq. sodium nitrite / 1.) -20 deg C, 90 min; 2.) 15 deg C, 1 h 45 min 2: 50 percent / potassium permanganate / aliquat-336 / H2O / 4.5 h / Heating 3: 1.) phosphoric chloride, phosphoryl chloride; 2.) sodium borohydride / 1.) reflux, 90 min; 2.) water, 0-15 deg C, 2 h View Scheme
参考文献
Windscheif; Vogtle
Synthesis, 1994 , # 1 p. 87 - 92
反应条件
1.1: HBr; Br2 / H2O / 0.83 h / -20 °C 1.2: NaNO2 / H2O / 2.5 h / -20 °C 2.1: 82 percent / N-bromosuccinimide; benzoylperoxide / CCl4 / 4 h / Heating 3.1: 79 percent / CaCO3 / H2O / 8 h / Heating View Scheme
参考文献
Windscheif; Vogtle
Synthesis, 1994 , # 1 p. 87 - 92
反应条件
1: 25 percent / H2SO4, 70percent HNO3 / 2 h / 55 °C 2: 99 percent / H2 / 5percent Pd/C / methanol / 3 h / 1034.3 - 1551.4 Torr View Scheme
参考文献
Lappin; Slezak
Journal of the American Chemical Society, 1950 , vol. 72, p. 2806
反应条件
1: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid 2: aqueous KMnO4 3: diethyl ether View Scheme
参考文献
Bradlow; Vanderwerf
Journal of Organic Chemistry, 1949 , vol. 14, p. 509,513
反应条件
1: 5-methyl-pyridin-2-ylamine With bromine; HNO2 2: With potassium permanganate 3: methanol Acidic conditions;
参考文献
Merck and Co., Inc.
Patent: US6335343 B1, 2002 ;
Location in patent: Page column 48 ;
US 6335343 B1
反应条件
1: 1.) NaNO2, 2.) 48percent aq. HBF4 2: 45 percent / KMnO4 / H2O / 4.5 h / 100 °C 3: 86 percent / thionyl chloride / 25 h / Heating 4: 67 percent / NaOH / H2O; acetone / 15 h / Ambient temperature View Scheme
参考文献
Anderson, Wayne K.; Dean, Dennis C.; Endo, Toshiyasu
Journal of Medicinal Chemistry, 1990 , vol. 33, # 6 p. 1667 - 1675
反应条件
in ethanol
0.166667 h; Heating;
参考文献
Mitchell, James A.; Reid, David H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 499 - 507
反应条件
in methanol
T=30°C; 0.333333 h; regioselective reaction;
参考文献
Nair, Divya K.; Mobin, Shaikh M.; Namboothiri, Irishi N.N.
Organic Letters, 2012 , vol. 14, # 17 p. 4580 - 4583
反应条件
tetrafluoroboric acid diethyl ether complex in acetonitrile
T=120°C; Flow reactor;
参考文献
Guetzoyan, Lucie; Nikbin, Nikzad; Baxendale, Ian R.; Ley, Steven V.
Chemical Science, 2013 , vol. 4, # 2 p. 764 - 769
