6-溴-5-(2-氟-4-硝基苯氧基)-1-甲基-1H-吲唑合成路线 （共 10 条）
反应条件
potassium carbonate; copper(l) chloride in N,N-dimethyl-formamide
T=100°C; 6.5 h; Inert atmosphere;
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
sodium hydrogencarbonate; potassium carbonate in N,N-dimethyl-formamide
T=4.5 - 20°C;
参考文献
LI, Tiechao; POBANZ, Mark Andrew; SHIH, Chuan; WU, Zhipei; YANG, Wei Jennifer; ZHONG, Boyu
Patent: US2010/22529 A1, 2010 ;
Location in patent: Page/Page column 13-14 ;
US 20100022529 A1
反应条件
sodium hydrogencarbonate in N,N-dimethyl-formamide
T=60 - 65°C; 15 h; Large scale;
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1.1: dichloromethane / 3 h / 25 °C / |Large scale
2.1: acetic acid; bromine / 10 h / 8 - 30 °C / |Large scale
3.1: hydrogenchloride / methanol; water / |Reflux; |Large scale
4.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C / |Large scale
4.2: 1 h / 0 - 5 °C / |Large scale
4.3: 25 °C / |Inert atmosphere; |Large scale
5.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / 20 - 25 °C / |Large scale
6.1: AlCl3, aluminium chloride / toluene / 5 h / 110 °C / |Large scale
6.2: |Large scale
7.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 15 h / 60 - 65 °C / |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1.1: acetic acid; bromine / 10 h / 8 - 30 °C / |Large scale
2.1: hydrogenchloride / methanol; water / |Reflux; |Large scale
3.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C / |Large scale
3.2: 1 h / 0 - 5 °C / |Large scale
3.3: 25 °C / |Inert atmosphere; |Large scale
4.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / 20 - 25 °C / |Large scale
5.1: AlCl3, aluminium chloride / toluene / 5 h / 110 °C / |Large scale
5.2: |Large scale
6.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 15 h / 60 - 65 °C / |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C / |Large scale
1.2: 1 h / 0 - 5 °C / |Large scale
1.3: 25 °C / |Inert atmosphere; |Large scale
2.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / 20 - 25 °C / |Large scale
3.1: AlCl3, aluminium chloride / toluene / 5 h / 110 °C / |Large scale
3.2: |Large scale
4.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 15 h / 60 - 65 °C / |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / 20 - 25 °C / |Large scale
2.1: AlCl3, aluminium chloride / toluene / 5 h / 110 °C / |Large scale
2.2: |Large scale
3.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 15 h / 60 - 65 °C / |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1: bromine / dichloromethane / 24 h / 20 °C / |Large scale
2: potassium carbonate / N,N-dimethyl-formamide / 6 h / 50 - 60 °C / |Large scale
3: water; N,N-dimethyl-formamide / 1 h / 70 °C / |Large scale
4: potassium carbonate; copper(l) chloride / N,N-dimethyl-formamide / 12 h / 100 °C / |Inert atmosphere; |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 50 - 60 °C / |Large scale
2: water; N,N-dimethyl-formamide / 1 h / 70 °C / |Large scale
3: potassium carbonate; copper(l) chloride / N,N-dimethyl-formamide / 12 h / 100 °C / |Inert atmosphere; |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1: water; N,N-dimethyl-formamide / 1 h / 70 °C / |Large scale
2: potassium carbonate; copper(l) chloride / N,N-dimethyl-formamide / 12 h / 100 °C / |Inert atmosphere; |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
