1-甲基-5-苯基-1,3-二氢苯并[e][1,4]二氮杂-2-酮合成路线 （共 9 条）
反应条件
1: 2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepine With sodium hydride in N,N-dimethyl-formamide 1.5 h; Inert atmosphere; 2: methyl iodide in N,N-dimethyl-formamide T=20°C; Inert atmosphere;
参考文献
Spencer, John; Rathnam, Rajendra P.; Harvey, Alan L.; Clements, Carol J.; Clark, Rachel L.; Barrett, Michael P.; Wong, Pui Ee; Male, Louise; Coles, Simon J.; MacKay, Simon P.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 5 p. 1802 - 1815
反应条件
sodium hydroxide; Aliquatreg; 336 in toluene T=20 - 25°C; 4 h;
参考文献
Bock, Mark G.; DiPardo, Robert M.; Evans, Ben E.; Rittle, Kenneth E.; Veber, Daniel F.; et al.
Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3232 - 3239
反应条件
1: 97 percent / CH2Cl2; H2O / 3 h / -10 - 25 °C 2: NH3 / methanol / 2 h / Heating 3: 93 percent / Aliquat 336, 50percent aq. NaOH / toluene / 4 h / 20 - 25 °C View Scheme
参考文献
Spencer, John; Rathnam, Rajendra P.; Harvey, Alan L.; Clements, Carol J.; Clark, Rachel L.; Barrett, Michael P.; Wong, Pui Ee; Male, Louise; Coles, Simon J.; MacKay, Simon P.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 5 p. 1802 - 1815
反应条件
1: NH3 / methanol / 2 h / Heating 2: 93 percent / Aliquat 336, 50percent aq. NaOH / toluene / 4 h / 20 - 25 °C View Scheme
参考文献
Bock, Mark G.; DiPardo, Robert M.; Evans, Ben E.; Rittle, Kenneth E.; Veber, Daniel F.; et al.
Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3232 - 3239
反应条件
1.1: ammonium acetate; acetic acid / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / Inert atmosphere 2.2: 20 °C / Inert atmosphere View Scheme
参考文献
Spencer, John; Rathnam, Rajendra P.; Harvey, Alan L.; Clements, Carol J.; Clark, Rachel L.; Barrett, Michael P.; Wong, Pui Ee; Male, Louise; Coles, Simon J.; MacKay, Simon P.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 5 p. 1802 - 1815
反应条件
water; trifluoroacetic acid 24 h; Reflux;
参考文献
Matsushita, Kimihito; Okamoto, Chieko; Yoshimoto, Mayumi; Harada, Kenichi; Kubo, Miwa; Fukuyama, Yoshiyasu; Hioki, Hideaki
Journal of Combinatorial Chemistry, 2010 , vol. 12, # 3 p. 311 - 314
反应条件
water; trifluoroacetic acid 24 h; Reflux;
参考文献
Matsushita, Kimihito; Okamoto, Chieko; Yoshimoto, Mayumi; Harada, Kenichi; Kubo, Miwa; Fukuyama, Yoshiyasu; Hioki, Hideaki
Journal of Combinatorial Chemistry, 2010 , vol. 12, # 3 p. 311 - 314
反应条件
potassium tert-butylate; isopentyl nitrite in toluene T=-20 - 0°C; 0.5 h;
参考文献
Bock, Mark G.; DiPardo, Robert M.; Evans, Ben E.; Rittle, Kenneth E.; Veber, Daniel F.; et al.
Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3232 - 3239
反应条件
1: 81.6 percent / t-BuOK, isoamyl nitrite / toluene / 0.5 h / -20 - 0 °C
2: H2 / 5percent Ru/C / methanol / 24 h / 68 - 74 °C / 2068.6 Torr
3: 90 g / 1-hydroxybenzotriazole, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / dimethylformamide / 0.25 h / pH = 9.5
4: HCl(g) / ethyl acetate / 0.5 h / 0 °C
5: 1) PhCNS; 2) CF3CO2H / 1) CH2Cl2, reflux, 20 min; 2) 50 deg C, 20 min
View Scheme
参考文献
Bock, Mark G.; DiPardo, Robert M.; Evans, Ben E.; Rittle, Kenneth E.; Veber, Daniel F.; et al.
Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3232 - 3239
