5-Boc-氨基-2-氯吡啶-4-羧酸合成路线 (共 14 条)
反应条件
1: (6-chloro-pyridin-3-yl)-carbamic acid, tert-butyl ester With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexanes; diethyl ether T=-75 - -10°C; 2 h; 2: carbon dioxide in hexanes; diethyl ether T=-75 - 20°C; 3: With hydrogenchloride in water pH=5; Product distribution / selectivity;
参考文献
WARNER-LAMBERT COMPANY LLC
Patent: WO2005/16926 A1, 2005 ;
Location in patent: Page/Page column 114-115 ;
WO 2005/016926 A1
反应条件
n-butyllithium; N,N,N',N,-tetramethylethylenediamine in diethyl ether
参考文献
Warner-Lambert Company
Patent: US5654307 A1, 1997 ;
US 5654307 A
反应条件
1: (6-chloro-pyridin-3-yl)-carbamic acid, tert-butyl ester With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in diethyl ether T=-78 - 0°C; 1.16667 h; 2: carbon dioxide in diethyl ether T=-78 - 25°C; 0.5 h; 3: With hydrogenchloride in diethyl ether; water
参考文献
WO2006/24834 A1, ;
Page/Page column 74-75 ;
WO 2006/024834 A1
反应条件
n-butyllithium in diethyl ether T=-78 - -15°C; 2 h;
参考文献
EP1171440 B1, ;
Page 59 ;
反应条件
n-butyllithium; N,N,N',N,-tetramethylethylenediamine T=-78 - 0°C; 2 h;
参考文献
Gavai, Ashvinikumar V.; Norris, Derek J.; Han, Wen-Ching; Vite, Gregory D.; Fink, Brian E.; Tokarski, John S.
Patent: US2005/192310 A1, 2005 ;
Location in patent: Page/Page column 28 ;
反应条件
1.1: 83 percent / (PhO)2PON3; Et3N / Heating 2.1: n-BuLi; TMEDA / toluene / -60 - -15 °C 2.2: 65 percent / toluene View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 11 p. 1401 - 1405
反应条件
1: 89 percent / dioxane / 12 h / Heating 2: 57 percent / TMEDA, BuLi / diethyl ether; hexane / 1.) -10 deg C, 2 h, 2.) -78 deg C to 20 deg C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 18 p. 2221 - 2226
反应条件
1: 89 percent / dioxane / 12 h / Heating 2: 57 percent / TMEDA, BuLi / diethyl ether; hexane / 1.) -10 deg C, 2 h, 2.) -78 deg C to 20 deg C View Scheme
参考文献
Journal of the Chemical Society - Perkin Transactions 1, , # 18 p. 2221 - 2226
反应条件
trifluoroacetic acid in dichloromethane
参考文献
Warner-Lambert Company
Patent: US5654307 A1, 1997 ;
US 5654307 A
反应条件
1: 85 percent / aq. NaOH 2: 79 percent / AcOH View Scheme
参考文献
Rewcastle, Gordon W.; Denny, William A.; Winters, R. Thomas; Colbry, Norman L.; Showalter, H. D. Hollis
Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 18 p. 2221 - 2226