8-甲氧基-4,5-二氢-1H-苯并[d]氮杂革-2(3h)-酮合成路线 （共 8 条）
反应条件
palladium 10 on activated carbon; hydrogen in acetic acid
P=3102.97 Torr; 8 h;
参考文献
Wang, Min; Gao, Mingzhang; Steele, Brandon L.; Glick-Wilson, Barbara E.; Brown-Proctor, Clive; Shekhar, Anantha; Hutchins, Gary D.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4713 - 4718
参考文献
Skogvall, Staffan; Bjork, Henrik; Berglund, Per Magnus; Dalence Guzman, Maria Fanny; Sterner, Olov
Patent: US2005/165004 A1, 2005 ;
Location in patent: Page/Page column 6 ;
反应条件
sodium azide; methanesulfonic acid
T=20°C; Schmidt reaction; 18 h;
参考文献
Dalence-Guzman, Maria F.; Berglund, Magnus; Skogvall, Staffan; Sterner, Olov
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 5 p. 2499 - 2512
反应条件
1: thionyl chloride; N,N-dimethyl-formamide / toluene / 15 h / 20 °C
2: trimethylamine / dichloromethane / 0 - 20 °C
3: hydrogenchloride / water; acetic acid / 20 °C
4: palladium 10 on activated carbon; hydrogen / acetic acid / 8 h / 3102.97 Torr
View Scheme
参考文献
Wang, Min; Gao, Mingzhang; Steele, Brandon L.; Glick-Wilson, Barbara E.; Brown-Proctor, Clive; Shekhar, Anantha; Hutchins, Gary D.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4713 - 4718
反应条件
1: hydrogenchloride / water; acetic acid / 20 °C
2: palladium 10 on activated carbon; hydrogen / acetic acid / 8 h / 3102.97 Torr
View Scheme
参考文献
Wang, Min; Gao, Mingzhang; Steele, Brandon L.; Glick-Wilson, Barbara E.; Brown-Proctor, Clive; Shekhar, Anantha; Hutchins, Gary D.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4713 - 4718
反应条件
1: trimethylamine / dichloromethane / 0 - 20 °C
2: hydrogenchloride / water; acetic acid / 20 °C
3: palladium 10 on activated carbon; hydrogen / acetic acid / 8 h / 3102.97 Torr
View Scheme
参考文献
Wang, Min; Gao, Mingzhang; Steele, Brandon L.; Glick-Wilson, Barbara E.; Brown-Proctor, Clive; Shekhar, Anantha; Hutchins, Gary D.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4713 - 4718
反应条件
1.1: borane-THF / tetrahydrofuran / 0 °C / Reflux
2.1: acetic acid / dichloromethane / 0.5 h / 0 - 20 °C
2.2: 20 °C
3.1: hydrogen bromide; tetra-(n-butyl)ammonium iodide / acetic acid / 100 °C
4.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.5 h
4.2: 120 °C
View Scheme
参考文献
Wang, Min; Gao, Mingzhang; Steele, Brandon L.; Glick-Wilson, Barbara E.; Brown-Proctor, Clive; Shekhar, Anantha; Hutchins, Gary D.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4713 - 4718
反应条件
1: With borane-THF in tetrahydrofuran
T=0°C; 3 h; Heating / reflux;
2: With methanol in tetrahydrofuran
T=0 - 20°C; 0.583333 h;
3: With hydrogenchloride; sodium hydroxide
more than 3 stages;
参考文献
Kuo, Gee-Hong; Zhang, Yan; Shen, Lan; Lu, Songfeng; Demarest, Keith T.; Peiton, Patricia
Patent: US2007/244094 A1, 2007 ;
Location in patent: Page/Page column 30-31 ;
