5-溴异吲哚-1,3-二酮合成路线 （共 29 条）
反应条件
1.1: sodium tetrahydroborate / tetrahydrofuran 1.2: -10 - 70 °C 2.1: 4-(N,N-dimethlyamino)pyridine / N,N-dimethyl-formamide / 16 h / 20 °C 3.1: palladium diacetate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl; caesium carbonate / tetrahydrofuran; N,N-dimethyl-formamide; water / 24 h / 80 °C / |Inert atmosphere 4.1: hydrogenchloride / methanol / 16 h / 20 °C 5.1: isopropylmagnesium chloride / tetrahydrofuran / 15 h / -20 - 20 °C View Scheme
参考文献
Patel, Bhavesh H.; Barrett, Anthony G. M.
Journal of Organic Chemistry, 2012 , vol. 77, # 24 p. 11296 - 11301
反应条件
1: sodium borohydride; BF3*Et2O / 3 h / Heating 2: 600 mg / DMAP / dimethylformamide / 15 h / 20 °C 3: 80 percent / Pd(PPh3)4; KOAc / dimethylsulfoxide / 80 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 50, # 2 p. 199 - 210
反应条件
triethylamine in tetrahydrofuran; methanol; BH3-THF; ethyl acetate
参考文献
Deng, Jianghe; Kerns, Jeffrey K.; Jin, Qi; Lin, Guoliang; Lin, Xichen; Lindenmuth, Michael; Neipp, Christopher; Nie, Hong; Thomas, Sonia M.; Widdowson, Katherine L.
Patent: US2009/143372 A1, 2009 ;
US 20090143372 A1
反应条件
1: 79 percent / conc. H2SO4, conc. HNO3 / 5 h / 20 °C 2: NH4OH / diethyl ether / 48 h 3: 5.6 g / SOCl2 / dimethylformamide / 4 h / 20 - 25 °C View Scheme
参考文献
Shishkina; Maizlish; Shaposhnikov; Lyubimtsev; Smirnov; Baran'ski
Russian Journal of General Chemistry, 1997 , vol. 67, # 5 p. 789 - 792
反应条件
sodium hypochlorite; sodium hydroxide in water T=1 - 78°C; Hofmann degradation;
参考文献
Molecules, , vol. 15, # 8 p. 5561 - 5580
反应条件
1: 83 percent / aq. NH3 / 20 h / 20 °C 2: 63 percent / COCl2 / dimethylformamide / 20 - 70 °C View Scheme
参考文献
Maerkl, Gottfried; Gschwendner, Karl; Roetzer, Ingrid; Kreitmeier, Peter
Helvetica Chimica Acta, 2004 , vol. 87, # 4 p. 825 - 844
反应条件
sodium hypochlorite; sodium hydroxide in water T=1 - 78°C; Hofmann degradation;
参考文献
Wolk, Joel L.; Frimer, Aryeh A.
Molecules, 2010 , vol. 15, # 8 p. 5561 - 5580
反应条件
1: Zn; CuSO4*5H2O; aq. NaOH / 3 h / 0 - 20 °C 2: 4.1 g / NH2NH2 / H2O / 3 h / 95 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 49, # 13 p. 3753 - 3756
反应条件
tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide T=200°C; 1 h; Inert atmosphereMicrowave irradiation;
参考文献
Chiesi Farmaceutici S.p.A.; ARMANI, Elisabetta; Amari, Gabriele; Capaldi, Carmelida; Carzaniga, Laura; La Porta, Elena; Guala, Matilde
Patent: US2013/102576 A1, 2013 ;
Location in patent: Paragraph 0613 ;
反应条件
in N,N-dimethyl-formamide T=200°C; 1 h; Inert atmosphereMicrowave irradiation;
参考文献
CHIESI FARMACEUTICI S.P.A.; ARMANI, Elisabetta; AMARI, Gabriele; CAPALDI, Carmelida; CARZANIGA, Laura; LA PORTA, Elena; GUALA, Matilde
Patent: WO2013/57013 A2, 2013 ;
Location in patent: Page/Page column 195; 196 ;
