3-氨基-5-苯基-1,3-二氢-2H-1,4-苯并二氮杂革-2-酮合成路线 （共 13 条）
反应条件
hydrogen bromide in acetic acid
1.) 70 deg C, 20 min, 2.) 80 deg C, 20 min;
参考文献
Sherrill; Sugg
Journal of Organic Chemistry, 1995 , vol. 60, # 3 p. 730 - 734
反应条件
1: 7.0 g / NH4OAc; AcOH / 12 h / 20 °C
2: Pd(OAc)2; TEA; triethylsilane / CH2Cl2 / 3 h / 20 °C
View Scheme
参考文献
Micale, Nicola; Vairagoundar, Rajendran; Yakovlev, Alexander G.; Kozikowski, Alan P.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 26 p. 6455 - 6458
反应条件
1.1: isobutyl chloroformate; N-methylmorpholine / CH2Cl2 / 0.5 h / Heating
1.2: 86 percent / CH2Cl2 / 0.5 h / Heating
2.1: NH3(gas); mercuric chloride / tetrahydrofuran / 3 h / 0 - 20 °C
3.1: 7.0 g / NH4OAc; AcOH / 12 h / 20 °C
4.1: Pd(OAc)2; TEA; triethylsilane / CH2Cl2 / 3 h / 20 °C
View Scheme
参考文献
Micale, Nicola; Vairagoundar, Rajendran; Yakovlev, Alexander G.; Kozikowski, Alan P.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 26 p. 6455 - 6458
反应条件
1: NH3, HgCl2 / tetrahydrofuran / 3 h
2: CH3COONH4 / acetic acid / 2.5 h / 55 °C
3: 90percent aq. formic acid / 10percent Pd on C / methanol / 3 h / 40 - 50 °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
in acetic acid; ethyl acetate; isopropyl alcohol
参考文献
Glaxo Wellcome Inc.
Patent: US5795887 A1, 1998 ;
US 5795887 A
反应条件
1: BCl3; AlCl3 / 1,2-dichloro-ethane
2: pyridine
3: t-BuOK; iAmONO / tetrahydrofuran
4: H2 / Ru/C / methanol / 3000.24 Torr
View Scheme
参考文献
Pascal, Yves; Andrianjara, Charles R.; Auclair, Eric; Avenel, Nadine; Bertin, Bernadette; Calvet, Alain; Feru, Frederic; Lardon, Sophie; Moodley, Indres; Ouagued, Malika; Payne, Adrian; Pruniaux, Marie-Pierre; Szilagyi, Corinne
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 1 p. 35 - 38
反应条件
1: BCl3; AlCl3 / 1,2-dichloro-ethane
2: pyridine
3: t-BuOK; iAmONO / tetrahydrofuran
4: H2 / Ru/C / methanol / 3000.24 Torr
View Scheme
参考文献
Pascal, Yves; Andrianjara, Charles R.; Auclair, Eric; Avenel, Nadine; Bertin, Bernadette; Calvet, Alain; Feru, Frederic; Lardon, Sophie; Moodley, Indres; Ouagued, Malika; Payne, Adrian; Pruniaux, Marie-Pierre; Szilagyi, Corinne
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 1 p. 35 - 38
反应条件
1: t-BuOK; iAmONO / tetrahydrofuran
2: H2 / Ru/C / methanol / 3000.24 Torr
View Scheme
参考文献
Pascal, Yves; Andrianjara, Charles R.; Auclair, Eric; Avenel, Nadine; Bertin, Bernadette; Calvet, Alain; Feru, Frederic; Lardon, Sophie; Moodley, Indres; Ouagued, Malika; Payne, Adrian; Pruniaux, Marie-Pierre; Szilagyi, Corinne
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 1 p. 35 - 38
反应条件
1: NH3(gas); mercuric chloride / tetrahydrofuran / 3 h / 0 - 20 °C
2: 7.0 g / NH4OAc; AcOH / 12 h / 20 °C
3: Pd(OAc)2; TEA; triethylsilane / CH2Cl2 / 3 h / 20 °C
View Scheme
参考文献
Micale, Nicola; Vairagoundar, Rajendran; Yakovlev, Alexander G.; Kozikowski, Alan P.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 26 p. 6455 - 6458
反应条件
1: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 1.hydroxybenzotriazole / dimethylformamide / 0.5 h / 25 °C
2: 87 percent / NaH / dimethylformamide / 0 °C
3: EtOAc, HCl(gas) / 0.17 h / 0 °C
4: 1.) phenylisothiocyanate; 2.) trifluoroacetic acid / 1.) CH2Cl2, reflux, 10 min; 2.) 52 deg C, 18 min
View Scheme
参考文献
Rittle, Kenneth E.; Evans, Ben E.; Bock, Mark G.; DiPardo, Robert M.; Whitter, Willie L.; et al.
Tetrahedron Letters, 1987 , vol. 28, # 5 p. 521 - 522
