6-氟-4-硝基异苯并呋喃-1(3h)-酮合成路线 （共 10 条）
反应条件
water in 1,4-dioxane 96 h; Reflux;
参考文献
BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel
Patent: WO2011/130661 A1, 2011 ;
Location in patent: Page/Page column 122 ;
反应条件
1: nitric acid / sulfuric acid / 3.5 h / -5 - 0 °C 2: thionyl chloride / methanol / 16 h / 0 °C / Reflux 3: dibenzoyl peroxide; N-bromosuccinmide / tetrachloromethane / Reflux 4: 1,4-dioxane; water / 96 h / Reflux View Scheme
参考文献
BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel
Patent: WO2011/130661 A1, 2011 ;
反应条件
1: dibenzoyl peroxide; N-bromosuccinmide / tetrachloromethane / Reflux 2: 1,4-dioxane; water / 96 h / Reflux View Scheme
参考文献
BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel
Patent: WO2011/130661 A1, 2011 ;
反应条件
1: thionyl chloride / methanol / 16 h / 0 °C / Reflux 2: dibenzoyl peroxide; N-bromosuccinmide / tetrachloromethane / Reflux 3: 1,4-dioxane; water / 96 h / Reflux View Scheme
参考文献
BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel
Patent: WO2011/130661 A1, 2011 ;
反应条件
1: acetic anhydride; triethylamine / dichloromethane; 2-methyl tetrahydrofuran / 20 - 95 °C / Industry scale 2: hydrogenchloride / methanol / 25 h / 20 °C 3: hydrogenchloride; titanium(III) chloride / water; tetrahydrofuran; methanol 4: hydrazine hydrate / methanol / 20 °C 5: CHIRALPAK IA column / diethylamine; carbon dioxide; methanol / Resolution of racemate View Scheme
参考文献
Wang, Bing; Chu, Daniel; Liu, Yongbo; Jiang, Quan; Lu, Lei
Patent: US2011/196153 A1, 2011 ;
反应条件
1.1: 2-methyl tetrahydrofuran; triethylamine / dichloromethane / 0.17 h / |Large scale 1.2: 20 - 95 °C / |Large scale 2.1: hydrazine hydrate / tetrahydrofuran / 20 °C / |Inert atmosphere 2.2: 18 h / 60 °C 3.1: acetonitrile / 48 h / |Reflux; |Inert atmosphere 4.1: caesium carbonate / tetrahydrofuran / 4 h / 55 °C 5.1: CHIRALPAK IA / diethylamine; methanol / |Resolution of racemate View Scheme
参考文献
BIOMARIN PHARMACEUTICAL INC.; FENG, Ying; GUTIERREZ, Andres, A.; SHEN, Yuqiao; WANG, Evelyn, W.; OKHAMAFE, Augustus, O.; PRICE, Christopher, P.; CHOU, Tianwei
Patent: WO2013/28495 A1, 2013 ;
反应条件
hydrogen; palladium 10 on activated carbon in ethyl acetate T=25°C; P=760.051 Torr; 12 h;
参考文献
BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel
Patent: WO2011/130661 A1, 2011 ;
Location in patent: Page/Page column 122-123 ;
反应条件
1: acetic anhydride; triethylamine / dichloromethane; 2-methyl tetrahydrofuran / 20 - 95 °C / Industry scale 2: hydrogenchloride / methanol / 25 h / 20 °C 3: hydrogenchloride; titanium(III) chloride / water; tetrahydrofuran; methanol 4: hydrazine hydrate / methanol / 20 °C 5: CHIRALPAK IA column / diethylamine; carbon dioxide; methanol / Resolution of racemate View Scheme
反应条件
1.1: 2-methyl tetrahydrofuran; triethylamine / dichloromethane / 0.17 h / |Large scale 1.2: 20 - 95 °C / |Large scale 2.1: hydrazine hydrate / tetrahydrofuran / 20 °C / |Inert atmosphere 2.2: 18 h / 60 °C 3.1: acetonitrile / 48 h / |Reflux; |Inert atmosphere 4.1: caesium carbonate / tetrahydrofuran / 4 h / 55 °C 5.1: CHIRALPAK IA / diethylamine; methanol / |Resolution of racemate View Scheme
反应条件
1: acetic anhydride; triethylamine / dichloromethane; 2-methyl tetrahydrofuran / 20 - 95 °C / Industry scale 2: hydrogenchloride / methanol / 25 h / 20 °C 3: hydrogenchloride; titanium(III) chloride / water; tetrahydrofuran; methanol 4: hydrazine hydrate / methanol / 20 °C View Scheme
参考文献
Wang, Bing; Chu, Daniel; Liu, Yongbo; Jiang, Quan; Lu, Lei
Patent: US2011/196153 A1, 2011 ;
