4,5-二氢-4-氧代-3H-吡咯并[3,2-d]嘧啶-7-羧酸甲酯合成路线 （共 8 条）
反应条件
1: potassium hydroxide / 40 h / 20 - 60 °C 2: trichlorophosphate / 1 h / |Inert atmosphere; |Reflux 3: sodium hydride / tetrahydrofuran / 2 h / 4 °C / |Inert atmosphere 4: N-bromosuccinmide / dichloromethane / 0.5 h / 0 - 20 °C / |Inert atmosphere; |Heating View Scheme
参考文献
BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; BANTIA, Shanta; WU, Minwan; KUMAR, V., Satish
Patent: WO2014/78778 A2, 2014 ;
反应条件
1.1: potassium hydroxide / 40 h / Reflux 1.2: 20 °C / pH 6.5 - 7.5 2.1: trichlorophosphate / Reflux View Scheme
参考文献
WO2012/93809 A2, ;
WO 2012/093809 A2
反应条件
1.1: potassium hydroxide / 40 h / Reflux 1.2: 20 °C / pH 6.5 - 7.5 2.1: trichlorophosphate / Reflux 3.1: N-bromosuccinmide / tetrahydrofuran / 1 h View Scheme
参考文献
Hanmi Pharmaceutical Co., Ltd.; PARK, Chul Hyun; KIM, Won Jeoung; JUNG, Young Hee; KIM, Nam Du; CHANG, Young Kil; KIM, Maeng Sup
Patent: EP2738174 A2, 2014 ;
反应条件
1: With water; potassium hydroxide 40 h; RefluxLarge scale reaction; 2: With acetic acid T=25 - 35°C; pH=6.5 - 7.5; Large scale reaction;
参考文献
Kamath, Vivekanand P.; Juarez-Brambila, Jesus J.; Morris, Christopher B.; Winslow, Christopher D.; Morris Jr., Philip E.
Organic Process Research and Development, 2009 , vol. 13, # 5 p. 928 - 932
参考文献
BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.
Patent: WO2013/158746 A1, 2013 ;
Location in patent: Page/Page column 89 ;
参考文献
BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; BANTIA, Shanta; WU, Minwan; KUMAR, V., Satish
Patent: WO2014/78778 A2, 2014 ;
Location in patent: Page/Page column 104 ;
反应条件
1: sodium methylate / methanol / 48 h / |Reflux
2: ethanol / |Reflux
View Scheme
参考文献
BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; BANTIA, Shanta; WU, Minwan; KUMAR, V., Satish
Patent: WO2014/78778 A2, 2014 ;
反应条件
1: (E/Z)-ethyl 2-cyano-3-ethoxyacrylate; sodium methylate; aminomalonic acid dimethyl ester hydrochloride in methanol
4 h; Cooling with iceReflux;
2: methanimidamide monoacetate in ethanol
参考文献
Novotna, Radka; Travnicek, Zdenek
Acta Crystallographica Section C: Crystal Structure Communications, 2013 , vol. 69, # 2 p. 158 - 161
