1-甲基-1H-吡唑-4-乙腈合成路线 （共 5 条）
反应条件
1.1: potassium tert-butylate / ethylene glycol dimethyl ether / 18 h / 85 °C / |Sealed tube 2.1: hydrazine monohydrochloride / ethanol / 15 h / 90 °C 2.2: |Cooling 3.1: ethanol / 18 h / 45 °C 4.1: N-bromosuccinmide / dichloromethane; acetonitrile 5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C 5.2: 4 h / 20 °C View Scheme
参考文献
MERCK SHARP and DOHME CORP.; CHILDREN'S HOSPITAL OF PHILADELPHIA; COLE, Kristina; MARIS, John; RUSSELL, Michael; BENITA, Yair; KUBICA, Jamie; SHUMWAY, Stuart Denham
Patent: WO2014/62454 A1, 2014 ;
反应条件
1: 4-toluene-sulfonylmethyl isocyanide With potassium tert-butylate in ethylene glycol dimethyl ether
T=-60 - -55°C; 0.666667 h;
2: 1-methylpyrazole-4-carboxyaldehyde in ethylene glycol dimethyl ether
T=-55 - -50°C; 1.38333 h;
3: in methanol
T=-50 - 85°C; 1.08333 h;
参考文献
MERCK SHARP and DOHME CORP.; CHILDREN'S HOSPITAL OF PHILADELPHIA; COLE, Kristina; MARIS, John; RUSSELL, Michael; BENITA, Yair; KUBICA, Jamie; SHUMWAY, Stuart Denham
Patent: WO2014/62454 A1, 2014 ;
Location in patent: Page/Page column 34 ;
反应条件
1: 4-(chloromethyl)-1-methyl-1H-pyrazole hydrochloride With triethylamine in acetonitrile
2: tetraethylammonium cyanide in acetonitrile
T=20°C; 18 h;
参考文献
SCHERING CORPORATION
Patent: WO2008/153870 A1, 2008 ;
Location in patent: Page/Page column 30-31 ;
反应条件
sodium cyanide in dimethyl sulfoxide
T=20°C;
参考文献
Frey, Robin R.; Curtin, Michael L.; Albert, Daniel H.; Glaser, Keith B.; Pease, Lori J.; Soni, Niru B.; Bouska, Jennifer J.; Reuter, David; Stewart, Kent D.; Marcotte, Patrick; Bukofzer, Gail; Li, Junling; Davidsen, Steven K.; Michaelides, Michael R.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 13 p. 3777 - 3787
反应条件
potassium tert-butylate in ethylene glycol dimethyl ether
参考文献
Dwyer, Michael P.; Paruch, Kamil; Labroli, Marc; Alvarez, Carmen; Keertikar, Kerry M.; Poker, Cory; Rossman, Randall; Fischmann, Thierry O.; Duca, Jose S.; Madison, Vincent; Parry, David; Davis, Nicole; Seghezzi, Wolfgang; Wiswell, Derek; Guzi, Timothy J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 1 p. 471 - 474
