2,5-二甲基-4-[2-(苯基甲基)苯甲酰]-1H-吡咯-3-羧酸甲酯合成路线 （共 11 条）
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in N,N-dimethyl-formamide
T=100°C; 3 h;
参考文献
Santiago, Braulio; Dalton, Christopher R.; Huber, Edward W.; Kane, John M.
Journal of Organic Chemistry, 1995 , vol. 60, # 15 p. 4947 - 4950
反应条件
boron trifluoride-diethyl ether complex in methanol; acetonitrile
参考文献
FISONS plc
Patent: EP300688 A1, 1989 ;
反应条件
dichloro bis(acetonitrile) palladium(II) in N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=110°C;
参考文献
Baxter, Andrew J. G.; Teague, Simon
Tetrahedron, 1993 , vol. 49, # 40 p. 9089 - 9094
反应条件
1: 80 percent / pyridinium hydrobromide perbromide, triethylamine / CHCl3 / 0 °C
2: 1.) NaH / 1.) THF, 0 deg C, 45 min, 2.) THF, RT, 2 h
3: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 15 min, 2.) hexane, THF, from -78 deg C to RT
4: 1.) boron trifluoride etherate, 2.) Triton B / 1.) CH2Cl2, RT, 2 h, 2.) acetonitrile, methanol
View Scheme
参考文献
Baxter; Dixon; Ince; Manners; Teague
Journal of Medicinal Chemistry, 1993 , vol. 36, # 19 p. 2739 - 2744
反应条件
1: 94 percent / n-BuLi / tetrahydrofuran; diethyl ether / 1.) -100 deg C, 10 min, 2.) -100 deg C to room temp., 3 h
2: 70 percent / Jones reagent / diethyl ether / 0.33 h / 0 °C
3: acetic anhydride / 3 h / 70 °C
4: 86 percent / DBU / dimethylformamide / 3 h / 100 °C
View Scheme
参考文献
Santiago, Braulio; Dalton, Christopher R.; Huber, Edward W.; Kane, John M.
Journal of Organic Chemistry, 1995 , vol. 60, # 15 p. 4947 - 4950
反应条件
1: 86 percent / diethyl ether / 3 h
2: 0.42 g / sat. aq NaHCO3 / diethyl ether / 2.5 h
3: 72 percent / 2-methyl-propan-2-ol / 15 h / Heating
4: 97 percent / HCl gas / methanol / 0.25 h
5: 1.) conc. HCl, 2.) NaNO2 / 1.) EtOH, H2O, 50 deg C, 2.) EtOH, H2O, 10 deg C, 15 min
View Scheme
参考文献
Baxter; Fuher; Teague
Synthesis, 1994 , # 2 p. 207 - 211
反应条件
1: NaH / 1,2-dimethoxy-ethane / 4 h / Heating
2: 72 percent / 2-methyl-propan-2-ol / 15 h / Heating
3: 97 percent / HCl gas / methanol / 0.25 h
4: 1.) conc. HCl, 2.) NaNO2 / 1.) EtOH, H2O, 50 deg C, 2.) EtOH, H2O, 10 deg C, 15 min
View Scheme
参考文献
Baxter; Fuher; Teague
Synthesis, 1994 , # 2 p. 207 - 211
反应条件
1: PdCl2(MeCN)2 / tetrahydrofuran / 16 h / Ambient temperature
2: NaH / 1,2-dimethoxy-ethane / 4 h / Heating
3: 72 percent / 2-methyl-propan-2-ol / 15 h / Heating
4: 97 percent / HCl gas / methanol / 0.25 h
5: 1.) conc. HCl, 2.) NaNO2 / 1.) EtOH, H2O, 50 deg C, 2.) EtOH, H2O, 10 deg C, 15 min
View Scheme
参考文献
Baxter; Fuher; Teague
Synthesis, 1994 , # 2 p. 207 - 211
反应条件
1: 72 percent / 2-methyl-propan-2-ol / 15 h / Heating
2: 97 percent / HCl gas / methanol / 0.25 h
3: 1.) conc. HCl, 2.) NaNO2 / 1.) EtOH, H2O, 50 deg C, 2.) EtOH, H2O, 10 deg C, 15 min
View Scheme
参考文献
Baxter; Fuher; Teague
Synthesis, 1994 , # 2 p. 207 - 211
反应条件
1: 1.) NaH / 1.) THF, 0 deg C, 45 min, 2.) THF, RT, 2 h
2: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 15 min, 2.) hexane, THF, from -78 deg C to RT
3: 1.) boron trifluoride etherate, 2.) Triton B / 1.) CH2Cl2, RT, 2 h, 2.) acetonitrile, methanol
View Scheme
参考文献
Baxter; Dixon; Ince; Manners; Teague
Journal of Medicinal Chemistry, 1993 , vol. 36, # 19 p. 2739 - 2744
