5-甲基-3-苯基-4-异恶唑甲酸合成路线 (共 35 条)
反应条件
thionyl chloride 3 h; Heating / reflux;
参考文献
VIRONOVA AB; HOMMAN, Mohammed; KINGI, Ngarita; BERGMAN, Jan; ENGQVIST, Robert
Patent: WO2013/171334 A1, 2013 ;
Location in patent: Page/Page column 23 ;
反应条件
1: H2SO4, HNO3 2: H2 / PtO2 / ethanol / 760 Torr 3: HCl 4: (i) NaNO2, aq. HCl, (ii) aq. HBF4, (iii) (heating) 5: KOH / aq. ethanol View Scheme
参考文献
Doyle,F.P. et al.
Journal of the Chemical Society, 1963 , p. 5845 - 5854
反应条件
borane-THF in tetrahydrofuran T=0 - 20°C;
参考文献
Kalin, Jay H.; Zhang, Hankun; Gaudrel-Grosay, Sophie; Vistoli, Giulio; Kozikowski, Alan P.
ChemMedChem, 2012 , vol. 7, # 3 p. 425 - 439
反应条件
dicyclohexyl-carbodiimide in methanol 24 h; Ambient temperature;
参考文献
Kijima, Masashi; Nambu, Yoko; Endo, Takeshi
Journal of Organic Chemistry, 1985 , vol. 50, # 7 p. 1140 - 1142
反应条件
1: With 1,1'-carbonyldiimidazole in tetrahydrofuran T=20 - 70°C; 0.75 h; 2: With hydrazine in tetrahydrofuran T=0 - 15°C; 0.533333 h;
参考文献
F. HOFFMANN-LA ROCHE AG
Patent: WO2007/71598 A1, 2007 ;
Location in patent: Page/Page column 26 ;
反应条件
1.1: SOCl2 / 1,2-dichloro-ethane / 2 h / 80 °C
2.1: ethanol / 12 h / 0 - 20 °C
3.1: BuLi / tetrahydrofuran; hexane / 1 h / -70 °C
3.2: tetrahydrofuran; hexane / -70 - 20 °C
4.1: HCl / tetrahydrofuran / 20 °C
View Scheme
参考文献
Hintermann, Samuel; Chiesi, Michele; von Krosigk, Ulrike; Mathe, Daniele; Felber, Richard; Hengerer, Bastian
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 193 - 196
反应条件
1: lithium aluminum hydride / tetrahydrofuran / 1.) 0 deg C, 2.) room temperature
2: 59 percent / potassium dichromate, Adogen-464 / ethyl acetate
3: 78 percent / aq. ammonium hydroxide / ethanol / Heating
View Scheme
参考文献
Natale, Nicholas R.; Quincy, David A.
Synthetic Communications, 1983 , vol. 13, # 10 p. 817 - 822
反应条件
1: H2SO4, HNO3
2: H2 / PtO2 / ethanol / 760 Torr
3: (i) NaNO2, H2SO4, H2O, (ii) (heating)
4: K2CO3 / acetone
View Scheme
参考文献
Doyle,F.P. et al.
Journal of the Chemical Society, 1963 , p. 5845 - 5854
反应条件
1: 81 percent / n-BuLi / tetrahydrofuran; hexane / Ambient temperature
2: 70 percent / LiAlH4 / tetrahydrofuran / Ambient temperature
View Scheme
参考文献
Natale, N. R.; McKenna, John I.; Niou, Chorng-Shyr; Borth, Mark; Hope, Hakon
Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5660 - 5666
反应条件
1: SOCl2 / 1,2-dichloro-ethane / 2 h / 80 °C
2: NH3 / ethanol / 14 h / 0 - 20 °C
View Scheme
参考文献
Hintermann, Samuel; Chiesi, Michele; von Krosigk, Ulrike; Mathe, Daniele; Felber, Richard; Hengerer, Bastian
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 193 - 196