4-[[3-氯-4-[[(2R)-3,3,3-三氟-2-羟基-2-甲基-1-氧代丙基]氨基]苯基]磺酰基]-N,N-二甲基苯甲酰胺合成路线 （共 12 条）
反应条件
dimethyl amine in methanol; 4-(dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide
参考文献
AstraZeneca AB
Patent: US6498275 B1, 2002 ;
US 6498275 B1
反应条件
1.1: bromine / methanol; acetonitrile / 0 - 5 °C / Large scale reaction 2.1: sodium sulfide / N,N-dimethyl-formamide / 0.5 h / 60 °C 2.2: 3 h / 60 °C 2.3: 60 °C 3.1: sodium hydroxide / ethanol / 80 °C / Large scale reaction 3.2: Large scale reaction 4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; acetonitrile / 1.5 h / 20 °C 5.1: thionyl chloride; triethylamine / acetonitrile / 3 h / 20 - 22 °C 5.2: 16 h / 20 °C 6.1: formic acid; dihydrogen peroxide / 60 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1: copper(I) oxide / 80 °C 2: triethylamine / dichloromethane 3: acetic acid; dihydrogen peroxide / 3 h / 90 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1.1: triethylamine / dichloromethane 2.1: Na2S*9H2O / water 2.2: 150 °C 3.1: acetic acid; dihydrogen peroxide / 3 h / 90 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; acetonitrile / 1.5 h / 20 °C 2.1: thionyl chloride; triethylamine / acetonitrile / 3 h / 20 - 22 °C 2.2: 16 h / 20 °C 3.1: formic acid; dihydrogen peroxide / 60 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1.1: thionyl chloride; triethylamine / acetonitrile / 3 h / 20 - 22 °C 1.2: 16 h / 20 °C 2.1: formic acid; dihydrogen peroxide / 60 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1.1: sodium hydroxide / ethanol / 80 °C / Large scale reaction 1.2: Large scale reaction 2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; acetonitrile / 1.5 h / 20 °C 3.1: thionyl chloride; triethylamine / acetonitrile / 3 h / 20 - 22 °C 3.2: 16 h / 20 °C 4.1: formic acid; dihydrogen peroxide / 60 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1.1: toluene; ethanol / 3 h / 5 - 20 °C / |Inert atmosphere 2.1: Na2S*9H2O / water 2.2: 150 °C 3.1: acetic acid; dihydrogen peroxide / 3 h / 90 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1.1: thionyl chloride; 1-methyl-pyrrolidin-2-one / toluene / 6.5 h / 0 - 60 °C / |Inert atmosphere 2.1: toluene; ethanol / 3 h / 5 - 20 °C / |Inert atmosphere 3.1: Na2S*9H2O / water 3.2: 150 °C 4.1: acetic acid; dihydrogen peroxide / 3 h / 90 °C View Scheme
参考文献
Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1044 - 1059
反应条件
1.1: sodium sulfide / N,N-dimethyl-formamide / 0.5 h / 60 °C 1.2: 3 h / 60 °C 1.3: 60 °C 2.1: sodium hydroxide / ethanol / 80 °C / Large scale reaction 2.2: Large scale reaction 3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; acetonitrile / 1.5 h / 20 °C 4.1: thionyl chloride; triethylamine / acetonitrile / 3 h / 20 - 22 °C 4.2: 16 h / 20 °C 5.1: formic acid; dihydrogen peroxide / 60 °C View Scheme
参考文献
Patel, Bharti; Firkin, Catherine R.; Snape, Evan W.; Jenkin, Shelley L.; Brown, David; Chaffey, Julian G. K.; Hopes, Philip A.; Reens, Carl D.; Butters, Mike; Moseley, Jonathan D.
Organic Process Research and Development, 2012 , vol. 16, # 3 p. 447 - 460
