2-叔丁基-1H-吡咯并[2,3-b]吡啶合成路线 （共 10 条）
反应条件
1: 2-(tert-butoxycarbonylamino)-3-methylpyridine With n-butyllithium in tetrahydrofuran; hexanes T=-5°C; 1.75 h; 2: 2,2,N,N-tetramethylpropionamide in tetrahydrofuran; hexanes T=20°C; 1 h; 3: With hydrogenchloride in tetrahydrofuran; hexanes; water T=60°C; 2 h;
参考文献
WO2008/34860 A1, ;
Page/Page column 133-134 ;
WO 2008/034860 A1
反应条件
hydrogenchloride T=90°C; 4 h;
参考文献
Journal of Organic Chemistry, , vol. 53, # 12 p. 2740 - 2744
反应条件
1: 3,3-dimethyl-butan-2-one With allyl(1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)palladium(IV) chloride; sodium hexamethyldisilazane in tetrahydrofuran T=20°C; 0.0833333 h; Inert atmosphere; 2: 2-Amino-3-bromopyridine in tetrahydrofuran T=20 - 105°C; 4 h; Inert atmosphere; regioselective reaction;
参考文献
Journal of Organic Chemistry, , vol. 75, # 15 p. 5316 - 5319
反应条件
n-butyllithium THF, 1) 0 degC, 4h, 2) 4h, room temp.; Yield given. Multistep reaction;
参考文献
Journal of Organic Chemistry, , vol. 48, # 20 p. 3401 - 3408
反应条件
1: 79 percent / triethylamine / CH2Cl2 / 2 h / Ambient temperature 2: n-BuLi / THF, hexane, 1) 0 degC, 4h, 2) -78 deg C to room temp. 3: n-BuLi / THF, 1) 0 degC, 4h, 2) 4h, room temp. View Scheme
参考文献
Journal of Organic Chemistry, , vol. 48, # 20 p. 3401 - 3408
反应条件
1: 79 percent / triethylamine / CH2Cl2 / 2 h / Ambient temperature 2: n-BuLi / THF, hexane, 1) 0 degC, 4h, 2) -78 deg C to room temp. 3: n-BuLi / THF, 1) 0 degC, 4h, 2) 4h, room temp. View Scheme
参考文献
Journal of Organic Chemistry, , vol. 48, # 20 p. 3401 - 3408
反应条件
1: 1.) n-BuLi, TMEDA, 2.) I2 / 1.) a) THF, -75 deg C, 15 min, b) -10 deg C, 2 h, 2.) -75 deg C, 2 h 2: 1.) tert-BuOK / 1.) liq. NH3, reflux, 5 min, 2.) irradiation 3: 90 percent / 3 N HCl / 4 h / 90 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 12 p. 2740 - 2744
反应条件
1.1: potassium carbonate / toluene / 0.5 h / 20 °C / Inert atmosphere 1.2: 16 h / 25 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 16 h / -20 - 20 °C / Inert atmosphere View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 54, # 13 p. 4752 - 4772
反应条件
1: 1.) tert-BuOK / 1.) liq. NH3, reflux, 5 min, 2.) irradiation 2: 90 percent / 3 N HCl / 4 h / 90 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 12 p. 2740 - 2744
反应条件
lithium diisopropyl amide 1.) THF, 30 min, 0 deg C, 2.a) THF, 0 deg C, b) 5 h, 60 deg C; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Tetrahedron, , vol. 48, # 5 p. 939 - 952
