8-氯-5-氧代-1-对甲苯磺酰基-2,3,4,5-四氢-1H-苯并氮杂卓合成路线 （共 8 条）
反应条件
PPA T=80 - 100°C; detosylation; 1.5 h;
参考文献
Kondo, Kazumi; Ogawa, Hidenori; Yamashita, Hiroshi; Miyamoto, Hisashi; Tanaka, Michinori; Nakaya, Kenji; Kitano, Kazuyoshi; Yamamura, Yoshitaka; Nakamura, Shigeki; Onogawa, Toshiyuki; Mori, Toyoki; Tominaga, Michiaki
Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 8 p. 1743 - 1754
反应条件
1: With potassium tert-butylate in toluene
Cyclization; Dieckmann condensation; transesterification; 0.5 h; Heating;
2: With hydrogenchloride in acetic acid
Hydrolysis; decarboxylation; 5 h; Heating;
参考文献
Kondo, Kazumi; Ogawa, Hidenori; Yamashita, Hiroshi; Miyamoto, Hisashi; Tanaka, Michinori; Nakaya, Kenji; Kitano, Kazuyoshi; Yamamura, Yoshitaka; Nakamura, Shigeki; Onogawa, Toshiyuki; Mori, Toyoki; Tominaga, Michiaki
Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 8 p. 1743 - 1754
反应条件
2.1: NaH / dimethylformamide / 0.5 h / 20 °C
2.2: 64 percent / dimethylformamide / 5 h / 90 °C
3.1: tBuOK / toluene / 1 h / Heating
4.1: 7.3 g / aq. HCl / acetic acid; ethanol / 16 h / Heating
View Scheme
参考文献
Nishijima, Kazumi; Nishida, Hidemitsu; Yamashita, Yoshiaki; Ito, Manabu; Onuki, Yoshiaki; Mizota, Masahiro; Miyano, Sotaro
European Journal of Medicinal Chemistry, 2000 , vol. 35, # 2 p. 227 - 240
反应条件
1.1: NaH / dimethylformamide / 0.5 h / 20 °C
1.2: 64 percent / dimethylformamide / 5 h / 90 °C
2.1: tBuOK / toluene / 1 h / Heating
3.1: 7.3 g / aq. HCl / acetic acid; ethanol / 16 h / Heating
View Scheme
参考文献
Nishijima, Kazumi; Nishida, Hidemitsu; Yamashita, Yoshiaki; Ito, Manabu; Onuki, Yoshiaki; Mizota, Masahiro; Miyano, Sotaro
European Journal of Medicinal Chemistry, 2000 , vol. 35, # 2 p. 227 - 240
反应条件
2.1: NaH / dimethylformamide / 0.5 h / 20 °C
2.2: 64 percent / dimethylformamide / 5 h / 90 °C
3.1: tBuOK / toluene / 1 h / Heating
4.1: 7.3 g / aq. HCl / acetic acid; ethanol / 16 h / Heating
View Scheme
参考文献
Nishijima, Kazumi; Nishida, Hidemitsu; Yamashita, Yoshiaki; Ito, Manabu; Onuki, Yoshiaki; Mizota, Masahiro; Miyano, Sotaro
European Journal of Medicinal Chemistry, 2000 , vol. 35, # 2 p. 227 - 240
反应条件
hydrogenchloride in ethanol; acetic acid
Decarboxylation; hydrolysis; 16 h; Heating;
参考文献
Nishijima, Kazumi; Nishida, Hidemitsu; Yamashita, Yoshiaki; Ito, Manabu; Onuki, Yoshiaki; Mizota, Masahiro; Miyano, Sotaro
European Journal of Medicinal Chemistry, 2000 , vol. 35, # 2 p. 227 - 240
反应条件
1.1: 100 percent / K2CO3 / acetone / 0.5 h / Heating
2.1: SnCl2*2H2O; conc. HCl / ethanol / 20 °C
3.1: 95 percent / pyridine / 20 °C
4.1: 100 percent / K2CO3 / dimethylformamide / 4 h / 120 °C
5.1: t-BuOK / toluene / 0.5 h / Heating
5.2: 51 percent / conc. HCl / acetic acid / 5 h / Heating
View Scheme
参考文献
Kondo, Kazumi; Ogawa, Hidenori; Yamashita, Hiroshi; Miyamoto, Hisashi; Tanaka, Michinori; Nakaya, Kenji; Kitano, Kazuyoshi; Yamamura, Yoshitaka; Nakamura, Shigeki; Onogawa, Toshiyuki; Mori, Toyoki; Tominaga, Michiaki
Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 8 p. 1743 - 1754
反应条件
1.1: SnCl2*2H2O; conc. HCl / ethanol / 20 °C
2.1: 95 percent / pyridine / 20 °C
3.1: 100 percent / K2CO3 / dimethylformamide / 4 h / 120 °C
4.1: t-BuOK / toluene / 0.5 h / Heating
4.2: 51 percent / conc. HCl / acetic acid / 5 h / Heating
View Scheme
参考文献
Kondo, Kazumi; Ogawa, Hidenori; Yamashita, Hiroshi; Miyamoto, Hisashi; Tanaka, Michinori; Nakaya, Kenji; Kitano, Kazuyoshi; Yamamura, Yoshitaka; Nakamura, Shigeki; Onogawa, Toshiyuki; Mori, Toyoki; Tominaga, Michiaki
Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 8 p. 1743 - 1754
