2-甲基-1H-吡咯并[2,3-c]吡啶合成路线 (共 9 条)
反应条件
1: 4-methylpyridin-3-ylamine With sec.-butyllithium in tetrahydrofuran
T=-78°C; 2 h;
2: ethyl acetate in tetrahydrofuran
T=-78°C; 3 h;
3: With hydrogenchloride in water
12 h; Reflux;
参考文献
PHARMARESOURCES(SHANGHAI)CO., LTD.; CHEN, Ping; ZHOU, Ding; PRYDE, David; BELL, Andrew; LI, Tao; HE, Zhiliang; CAI, Zhen-Wei
Patent: WO2012/65062 A1, 2012 ;
Location in patent: Page/Page column 130-131 ;
反应条件
1: With hydrogen; palladium on activated charcoal in ethanol; acetic acid; ethyl acetate
2: With acetic acid; zinc
3 h; Heating;
参考文献
Chen, Bang-Chi; Hynes Jr., John; Pandit, Chennagiri R.; Zhao, Rulin; Skoumbourdis, Amanda P.; Wu, Hong; Sundeen, Joseph E.; Leftheris, Katerina
Heterocycles, 2001 , vol. 55, # 5 p. 951 - 960
反应条件
sec.-butyllithium in tetrahydrofuran; cyclohexane
T=-30°C; 0.5 h;
参考文献
Song, Jinhua J.; Tan, Zhulin; Gallou, Fabrice; Xu, Jinghua; Yee, Nathan K.; Senanayake, Chris H.
Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6512 - 6514
反应条件
1.1: 86 percent / KF; 18-C-6 / propan-2-ol / 20 °C
2.1: 83 percent / acetic anhydride; sodium acetate; 18-crown-6 / potassium fluoride / 20 °C
3.1: hydrogen / 10 percent Pd/C / ethyl acetate; acetic acid; ethanol
3.2: 94 percent / acetic acid; Zn powd. / 3 h / Heating
View Scheme
参考文献
Chen, Bang-Chi; Hynes Jr., John; Pandit, Chennagiri R.; Zhao, Rulin; Skoumbourdis, Amanda P.; Wu, Hong; Sundeen, Joseph E.; Leftheris, Katerina
Heterocycles, 2001 , vol. 55, # 5 p. 951 - 960
反应条件
1.1: 83 percent / acetic anhydride; sodium acetate; 18-crown-6 / potassium fluoride / 20 °C
2.1: hydrogen / 10 percent Pd/C / ethyl acetate; acetic acid; ethanol
2.2: 94 percent / acetic acid; Zn powd. / 3 h / Heating
View Scheme
参考文献
Chen, Bang-Chi; Hynes Jr., John; Pandit, Chennagiri R.; Zhao, Rulin; Skoumbourdis, Amanda P.; Wu, Hong; Sundeen, Joseph E.; Leftheris, Katerina
Heterocycles, 2001 , vol. 55, # 5 p. 951 - 960
反应条件
hydrogen; palladium on activated charcoal in ethanol; acetic acid; ethyl acetate
Title compound not separated from byproducts;
参考文献
Chen, Bang-Chi; Hynes Jr., John; Pandit, Chennagiri R.; Zhao, Rulin; Skoumbourdis, Amanda P.; Wu, Hong; Sundeen, Joseph E.; Leftheris, Katerina
Heterocycles, 2001 , vol. 55, # 5 p. 951 - 960
反应条件
hydrogenchloride
T=90°C; 4 h;
参考文献
Estel, L.; Marsais, F.; Queguiner, G.
Journal of Organic Chemistry, 1988 , vol. 53, # 12 p. 2740 - 2744
反应条件
1: 1.) n-BuLi, TMEDA, 2.) I2 / 1.) THF, a) -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: 3 N HCl / 4 h / 90 °C
View Scheme
参考文献
Estel, L.; Marsais, F.; Queguiner, G.
Journal of Organic Chemistry, 1988 , vol. 53, # 12 p. 2740 - 2744
反应条件
1: 1.) tert-BuOK / 1.) liq. NH3, reflux, 5 min, 2.) irradiation
2: 3 N HCl / 4 h / 90 °C
View Scheme
参考文献
Estel, L.; Marsais, F.; Queguiner, G.
Journal of Organic Chemistry, 1988 , vol. 53, # 12 p. 2740 - 2744