7-(苄氧基)-N-(4-溴-2-氟苯基)-6-甲氧基喹唑啉-4-胺合成路线 （共 12 条）
反应条件
1: trifluoroacetic acid / 1 h / Reflux 2: potassium carbonate / N,N-dimethyl-formamide / 20 - 90 °C 3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 4: NaBH(OAc)3; acetic acid / methanol; dichloromethane; water / 2 h / 20 °C View Scheme
参考文献
Gao, Mingzhang; Lola, Christian M.; Wang, Min; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 11 p. 3222 - 3226
反应条件
1: trifluoroacetic acid / 1 h / Reflux 2: potassium carbonate / N,N-dimethyl-formamide / 20 - 90 °C View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
1: trifluoroacetic acid / 1 h / Reflux 2: potassium carbonate / N,N-dimethyl-formamide / 20 - 90 °C 3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme
参考文献
Gao, Mingzhang; Lola, Christian M.; Wang, Min; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 11 p. 3222 - 3226
反应条件
1: With trifluoroacetic acid 1.5 h; Heating / reflux; 2: With ammonia in methanol; water pH=11;
参考文献
THE SCRIPPS RESEARCH INSTITUTE
Patent: WO2005/97134 A2, 2005 ;
Location in patent: Page/Page column 17-18; figure 2 ;
WO 2005/097134 A2
反应条件
hydrogenchloride in isopropyl alcohol
2 h; Reflux;
参考文献
Gao, Mingzhang; Lola, Christian M.; Wang, Min; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 11 p. 3222 - 3226
反应条件
in isopropyl alcohol
2 h; Reflux;
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
Location in patent: Page/Page column 52 ;
反应条件
1.1: dioxane / 24 h / Heating
1.2: 84 percent / NaOAc; AcOH / 3 h / Heating
2.1: SOCl2; DMF / Heating
3.1: propan-2-ol / 4 h / Heating
View Scheme
参考文献
Hennequin, Laurent F.; Thomas, Andrew P.; Johnstone, Craig; Stokes, Elaine S. E.; Ple, Patrick A.; Lohmann, Jean-Jacques M.; Ogilvie, Donald J.; Dukes, Mike; Wedge, Steve R.; Curwen, Jon O.; Kendrew, Jane; Lambert-Van Der Brempt, Christine
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5369 - 5389
反应条件
1: SOCl2; DMF / Heating
2: propan-2-ol / 4 h / Heating
View Scheme
参考文献
Hennequin, Laurent F.; Thomas, Andrew P.; Johnstone, Craig; Stokes, Elaine S. E.; Ple, Patrick A.; Lohmann, Jean-Jacques M.; Ogilvie, Donald J.; Dukes, Mike; Wedge, Steve R.; Curwen, Jon O.; Kendrew, Jane; Lambert-Van Der Brempt, Christine
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5369 - 5389
反应条件
1.1: oxalyl dichloride / toluene / 2 h / Reflux
1.2: 2 h
2.1: acetic acid / 0.17 h / 90 °C
2.2: 1 h / Reflux
3.1: 1,4-dioxane / 12 h / Reflux
3.2: 3 h / Reflux
4.1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux
5.1: isopropyl alcohol / 2 h / Reflux
View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
1.1: potassium permanganate / acetone / 2 h / 30 - 50 °C
2.1: oxalyl dichloride / toluene / 2 h / Reflux
2.2: 2 h
3.1: acetic acid / 0.17 h / 90 °C
3.2: 1 h / Reflux
4.1: 1,4-dioxane / 12 h / Reflux
4.2: 3 h / Reflux
5.1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux
6.1: isopropyl alcohol / 2 h / Reflux
View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
