4-氯-7-乙氧基-6-甲氧基-3-喹啉甲腈合成路线 (共 7 条)
反应条件
oxalyl dichloride; N,N-dimethyl-formamide in dichloromethane
Chlorination; 48 h;
参考文献
Wissner; Berger; Boschelli; Brawner Floyd Jr.; Greenberger; Gruber; Johnson; Mamuya; Nilakantan; Reich; Shen; Tsou; Upeslacis; Yu Fen Wang; Wu; Ye; Zhang
Journal of Medicinal Chemistry, 2000 , vol. 43, # 17 p. 3244 - 3256
反应条件
triphenylphosphine; diethylazodicarboxylate in dichloromethane
T=20°C; 16 h;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2004/5284 A1, 2004 ;
Location in patent: Page 72 ;
WO 2004/005284 A1
反应条件
in dichloromethane; sodium hydrogencarbonate; N,N-dimethyl-formamide
参考文献
American Cyanamid Company
Patent: US6384051 B1, 2002 ;
反应条件
1.1: 82 percent / K2CO3 / dimethylformamide / 2 h / 100 °C
2.1: HNO3; glacial AcOH / 1 h / 50 - 60 °C
3.1: Fe; aq. NH4Cl / methanol / 19 h / Heating
4.1: dimethylformamide / 2.3 h / Heating
5.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C
5.2: hexane; tetrahydrofuran / 1 h / -78 °C
5.3: glacial acetic acid / tetrahydrofuran; hexane / -78 - 25 °C
6.1: oxalyl chloride; DMF / CH2Cl2 / 48 h
View Scheme
参考文献
Wissner; Berger; Boschelli; Brawner Floyd Jr.; Greenberger; Gruber; Johnson; Mamuya; Nilakantan; Reich; Shen; Tsou; Upeslacis; Yu Fen Wang; Wu; Ye; Zhang
Journal of Medicinal Chemistry, 2000 , vol. 43, # 17 p. 3244 - 3256
反应条件
1.1: HNO3; glacial AcOH / 1 h / 50 - 60 °C
2.1: Fe; aq. NH4Cl / methanol / 19 h / Heating
3.1: dimethylformamide / 2.3 h / Heating
4.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C
4.2: hexane; tetrahydrofuran / 1 h / -78 °C
4.3: glacial acetic acid / tetrahydrofuran; hexane / -78 - 25 °C
5.1: oxalyl chloride; DMF / CH2Cl2 / 48 h
View Scheme
参考文献
Wissner; Berger; Boschelli; Brawner Floyd Jr.; Greenberger; Gruber; Johnson; Mamuya; Nilakantan; Reich; Shen; Tsou; Upeslacis; Yu Fen Wang; Wu; Ye; Zhang
Journal of Medicinal Chemistry, 2000 , vol. 43, # 17 p. 3244 - 3256
反应条件
1.1: dimethylformamide / 2.3 h / Heating
2.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C
2.2: hexane; tetrahydrofuran / 1 h / -78 °C
2.3: glacial acetic acid / tetrahydrofuran; hexane / -78 - 25 °C
3.1: oxalyl chloride; DMF / CH2Cl2 / 48 h
View Scheme
参考文献
Wissner; Berger; Boschelli; Brawner Floyd Jr.; Greenberger; Gruber; Johnson; Mamuya; Nilakantan; Reich; Shen; Tsou; Upeslacis; Yu Fen Wang; Wu; Ye; Zhang
Journal of Medicinal Chemistry, 2000 , vol. 43, # 17 p. 3244 - 3256
反应条件
1.1: Fe; aq. NH4Cl / methanol / 19 h / Heating
2.1: dimethylformamide / 2.3 h / Heating
3.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C
3.2: hexane; tetrahydrofuran / 1 h / -78 °C
3.3: glacial acetic acid / tetrahydrofuran; hexane / -78 - 25 °C
4.1: oxalyl chloride; DMF / CH2Cl2 / 48 h
View Scheme
参考文献
Wissner; Berger; Boschelli; Brawner Floyd Jr.; Greenberger; Gruber; Johnson; Mamuya; Nilakantan; Reich; Shen; Tsou; Upeslacis; Yu Fen Wang; Wu; Ye; Zhang
Journal of Medicinal Chemistry, 2000 , vol. 43, # 17 p. 3244 - 3256