(5-溴-2-氯-3-吡啶)甲醇合成路线 (共 8 条)
反应条件
1: With triethylamine in tetrahydrofuran T=0°C; 1.25 h; 2: With sodium tetrahydroborate in tetrahydrofuran; water T=0 - 20°C; 20 h;
参考文献
Carruthers, Nicholas I.; Keith, John M.; Letavic, Michael A.; Shah, Chandravadan R.
Patent: US2006/287292 A1, 2006 ;
Location in patent: Page/Page column 26 ;
US 20060287292 A1
反应条件
1: With sodium tetrahydroborate in tetrahydrofuran; ethanol T=0°C; 2: With hydrogenchloride; ethanol; water in tetrahydrofuran T=0 - 20°C; 1 h; 3: With sodium hydrogencarbonate in tetrahydrofuran; ethanol; water
参考文献
EP1593673 A1, ;
Page/Page column 98 ;
反应条件
sodium tetrahydroborate in water T=10 - 25°C;
参考文献
WO2009/10801 A1, ;
Page/Page column 70 ;
WO 2009/010801 A1
反应条件
1: With triethylamine; isobutyl chloroformate in tetrahydrofuran T=0°C; 2: With sodium tetrahydroborate in tetrahydrofuran T=0 - 23°C; 18 h; Further stages.;
参考文献
Letavic, Michael A.; Keith, John M.; Ly, Kiev S.; Barbier, Ann J.; Boggs, Jamin D.; Wilson, Sandy J.; Lord, Brian; Lovenberg, Timothy W.; Carruthers, Nicholas I.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 9 p. 2566 - 2569
反应条件
1.1: 78 percent / Br2; aq. NaOH / 18 h / 0 - 50 °C 2.1: 99 percent / thionyl chloride / dimethylformamide / 4 h / 70 °C 3.1: isobutyl chloroformate; Et3N / tetrahydrofuran / 0 °C 3.2: 70 percent / NaBH4 / tetrahydrofuran / 18 h / 0 - 23 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 9 p. 2566 - 2569
反应条件
1.1: 99 percent / thionyl chloride / dimethylformamide / 4 h / 70 °C 2.1: isobutyl chloroformate; Et3N / tetrahydrofuran / 0 °C 2.2: 70 percent / NaBH4 / tetrahydrofuran / 18 h / 0 - 23 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 9 p. 2566 - 2569
反应条件
1: Dess-Martin periodane / dichloromethane / 12 h / 0 - 20 °C 2: diethylamino-sulfur trifluoride / ethanol / dichloromethane / 2 h / 20 °C View Scheme
参考文献
WO2011/103202 A2, ;
WO 2011/103202 A2
反应条件
pyridinium chlorochromate in dichloromethane T=18 - 25°C; 2 h;
参考文献
ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D.
Patent: WO2011/103202 A2, 2011 ;
Location in patent: Page/Page column 180 ;
WO 2011/103202 A2