5H-吡咯并[1,2-c]咪唑-7(6H)-酮合成路线 （共 10 条）
反应条件
triethylamine in acetonitrile T=70°C; 2.5 h;
参考文献
Ruchelman, Alexander L.; Man, Hon-Wah; Chen, Roger; Liu, Wei; Lu, Ling; Cedzik, Dorota; Zhang, Ling; Leisten, Jim; Collette, Alice; Narla, Rama Krishna; Raymon, Heather K.; Muller, George W.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 21 p. 6356 - 6374
反应条件
ammonia; triethylamine in ethyl acetate; acetonitrile
参考文献
Tasaka, Akihiro; Hitaka, Takenori; Matsunaga, Nobuyuki; Kusaka, Masami; Adachi, Mari; Oaki, Isao; Ojida, Akio
Patent: US2004/33935 A1, 2004 ;
反应条件
1: hydrogen bromide; acetic acid / 2 h / 10 - 20 °C 2: triethylamine / acetonitrile / 2.5 h / 70 °C View Scheme
参考文献
Ruchelman, Alexander L.; Man, Hon-Wah; Chen, Roger; Liu, Wei; Lu, Ling; Cedzik, Dorota; Zhang, Ling; Leisten, Jim; Collette, Alice; Narla, Rama Krishna; Raymon, Heather K.; Muller, George W.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 21 p. 6356 - 6374
反应条件
1.1: 2-(trifluoromethyl)phenyllithium / tetrahydrofuran; hexane / 0.83 h / -65 - -55 °C / Inert atmosphere 1.2: 1.5 h / -65 °C / Inert atmosphere 1.3: Inert atmosphere 2.1: ethanol 3.1: sodium hydroxide / water View Scheme
参考文献
Ruchelman, Alexander L.; Man, Hon-Wah; Chen, Roger; Liu, Wei; Lu, Ling; Cedzik, Dorota; Zhang, Ling; Leisten, Jim; Collette, Alice; Narla, Rama Krishna; Raymon, Heather K.; Muller, George W.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 21 p. 6356 - 6374
反应条件
1.1: 2-(trifluoromethyl)phenyllithium / tetrahydrofuran; hexane / 0.83 h / -65 - -55 °C / Inert atmosphere 1.2: 1.5 h / -65 °C / Inert atmosphere 1.3: Inert atmosphere 2.1: Chiralpak AD column / ethanol; hexane / Resolution of racemate; HPLC conditions View Scheme
参考文献
Ruchelman, Alexander L.; Man, Hon-Wah; Chen, Roger; Liu, Wei; Lu, Ling; Cedzik, Dorota; Zhang, Ling; Leisten, Jim; Collette, Alice; Narla, Rama Krishna; Raymon, Heather K.; Muller, George W.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 21 p. 6356 - 6374
反应条件
1.1: 2-(trifluoromethyl)phenyllithium / tetrahydrofuran; hexane / 0.83 h / -65 - -55 °C / Inert atmosphere
1.2: 1.5 h / -65 °C / Inert atmosphere
1.3: Inert atmosphere
2.1: Chiralpak AD column / ethanol; hexane / Resolution of racemate; HPLC conditions
View Scheme
参考文献
Ruchelman, Alexander L.; Man, Hon-Wah; Chen, Roger; Liu, Wei; Lu, Ling; Cedzik, Dorota; Zhang, Ling; Leisten, Jim; Collette, Alice; Narla, Rama Krishna; Raymon, Heather K.; Muller, George W.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 21 p. 6356 - 6374
反应条件
1: 6-bromo-N-methyl-2-naphthamide With 2-(trifluoromethyl)phenyllithium in tetrahydrofuran; hexane
T=-65 - -55°C; 0.833333 h; Inert atmosphere;
2: 5,6-dihydro-7H-pyrrolo[1,2-c]imidazol-7-one in tetrahydrofuran; hexane
T=-65°C; 1.5 h; Inert atmosphere;
3: With water; ammonium chloride in tetrahydrofuran; hexane
Inert atmosphere;
参考文献
Ruchelman, Alexander L.; Man, Hon-Wah; Chen, Roger; Liu, Wei; Lu, Ling; Cedzik, Dorota; Zhang, Ling; Leisten, Jim; Collette, Alice; Narla, Rama Krishna; Raymon, Heather K.; Muller, George W.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 21 p. 6356 - 6374
反应条件
1: 6-bromo-N-methyl-2-naphthamide With n-butyllithium in tetrahydrofuran; hexane
T=-65 - 10°C; 1 h; Cooling with acetone-dry ice;
2: 5,6-dihydro-7H-pyrrolo[1,2-c]imidazol-7-one in tetrahydrofuran; hexane
1.5 h;
参考文献
Takeda Pharmaceutical Company Limited
Patent: EP1854463 A1, 2007 ;
Location in patent: Page/Page column 29-30 ;
反应条件
ammonia in tetrahydrofuran
参考文献
Tasaka, Akihiro; Hitaka, Takenori; Matsunaga, Nobuyuki; Kusaka, Masami; Adachi, Mari; Oaki, Isao; Ojida, Akio
Patent: US2004/33935 A1, 2004 ;
反应条件
ammonia in tetrahydrofuran
参考文献
Tasaka, Akihiro; Hitaka, Takenori; Matsunaga, Nobuyuki; Kusaka, Masami; Adachi, Mari; Oaki, Isao; Ojida, Akio
Patent: US2004/33935 A1, 2004 ;
