8-氯-6,11-二氢-11-(1-甲基-4-哌啶叉)-5H-苯并[5,6]环庚烷[1,2-b]吡啶合成路线 （共 17 条）
反应条件
hydrogen fluoride; boron trifluoride T=-35°C;
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
sulfuric acid T=20°C; 4.5 h;
参考文献
Liu, Wukun; Zhou, Jinpei; Zhang, Tong; Zhu, Haiyang; Qian, Hai; Zhang, Huibin; Huang, Wenlong; Gust, Ronald
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 8 p. 2701 - 2704
反应条件
PPA; Polyphosphoric acid (PPA) T=190°C; 8 h;
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
1: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 2: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 3: tetrahydrofuran / 0.5 h / 40 - 50 °C 4: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 5: 20 g / BF3 / 4 h / 120 °C View Scheme
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 20 g / BF3 / 4 h / 120 °C View Scheme
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
1: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 2: tetrahydrofuran / 0.5 h / 40 - 50 °C 3: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 4: 20 g / BF3 / 4 h / 120 °C View Scheme
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 20 g / BF3 / 4 h / 120 °C View Scheme
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
1: 97 percent / conc. H2SO4 / 0.5 h / 75 °C 2: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 3: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 4: tetrahydrofuran / 0.5 h / 40 - 50 °C 5: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 6: 20 g / BF3 / 4 h / 120 °C View Scheme
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
boron trifluoride T=120°C; 4 h;
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
trifluorormethanesulfonic acid Heating;
参考文献
Piwinski, John J.; Wong, Jesse K.; Green, Michael J.; Ganguly, Ashit K.; Billah, M. Motasim; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 457 - 461
