N-叔丁氧羰基-3-氨基吡啶合成路线 （共 23 条）
反应条件
n-BuLi; TMEDA in tetrahydrofuran addn. of BuLi to mixt. of pyridine derivative and TMEDA at 195-208 K, stirring (263 K, 2 h), dropwise addn. of Sn-compd. at 195-208 K; quenching with H2O, extn. into ether, drying of org. layer (MgSO4), chromy. (SiO2), crystn. (hexane/EtOAc=1:1); can be recrystallized;
参考文献
Crous, Renier; Holzapfel, Cedric W.; Kruger, Gert J.
Acta Crystallographica Section C: Crystal Structure Communications, 1998 , vol. 54, # 6 p. 760 - 762
反应条件
tert.-butyl lithium 1.) THF, pentane, -70 deg C to -60 deg C, 3.5 h, 2.) THF, pentane, -60 deg C to -50 deg C, 30 min; Yield given. Multistep reaction;
参考文献
Nippon Shinyaku Co., Ltd.
Patent: EP1452525 A1, 2004 ;
Location in patent: Page 21 ;
反应条件
n-butyllithium; hydrogen sulfide in tetrahydrofuran
参考文献
Sumitomo Pharmaceuticals Company, Limited
Patent: US6599895 B1, 2003 ;
反应条件
1: With n-butyllithium 2: With sulfur
参考文献
Girijavallabhan, Vinay; Arasappan, Ashok; Bennett, Frank; Huang, Yuhua; George Njoroge; MacCoss, Malcolm
Tetrahedron Letters, 2010 , vol. 51, # 21 p. 2797 - 2799
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 0 °C 1.2: 34 percent / S8 / tetrahydrofuran; hexane / -78 - 20 °C 2.1: 72 percent / formic acid / 4 h / Heating View Scheme
参考文献
Haginoya, Noriyasu; Komoriya, Satoshi; Osanai, Ken; Yoshino, Toshiharu; Nagata, Tsutomu; Nagamochi, Masatoshi; Muto, Ryo; Yamaguchi, Mitsuhiro; Nagahara, Takayasu; Kanno, Hideyuki
Heterocycles, 2004 , vol. 63, # 7 p. 1555 - 1561
反应条件
tert.-butyl lithium in tetrahydrofuran; pentane 1.) -78 deg C, 15 min, -20 deg C, 1.5 h, 2.) -15 deg C to room temperature;
参考文献
Venuti, Michael C.; Stephenson, Robert A.; Alvarez, Robert; Bruno, John J.; Strosberg, Arthur M.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 11 p. 2136 - 2145
反应条件
in tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide
参考文献
Merck and Co., Inc.
Patent: US6479512 B1, 2002 ;
US 6479512 B1
反应条件
1: (pyridin-3-yl)-carbamic acid tert-butyl ester With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in diethyl ether; hexane T=-78 - -10°C; 2: carbon dioxide in tetrahydrofuran; diethyl ether; hexane T=-78°C; 0.5 h; 3: pH=~ 3; Acidic aqueous solution;
参考文献
SUMITOMO CHEMICAL COMPANY, LIMITED
Patent: US2011/39843 A1, 2011 ;
Location in patent: Page/Page column 80-81 ;
反应条件
1: 1.) t-BuLi / 1.) THF, pentane, -70 deg C to -60 deg C, 3.5 h, 2.) THF, pentane, -60 deg C to -50 deg C, 30 min 2: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, hexane, from -30 deg C to 20 deg C 3: 97 percent / 5.5 M HCl / tetrahydrofuran / 4.5 h / 50 °C View Scheme
参考文献
Hands, David; Bishop, Brian; Cameron, Mark; Edwards, John S.; Cottrell, Ian F.; Wright, Stanley H. B.
Synthesis, 1996 , # 7 p. 877 - 882
反应条件
1: With tert.-butyl lithium in tetrahydrofuran; pentane T=-75 - -60°C; Inert atmosphere; 2: With iodine in tetrahydrofuran; pentane T=-75 - -63°C;
参考文献
F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; DEHMLOW, Henrietta; ERICKSON, Shawn David; KARNACHI, Prabha Saba; KIM, Kyungjin; MARTIN, Rainerm, E.; MATTEI, Patrizio; OBST SANDER, Ulrike; PIETRANICO-COLE, Sherrie Lynn; RICHTER, Hans; ULLMER, Christoph
Patent: WO2012/117000 A1, 2012 ;
Location in patent: Page/Page column 157; 158 ;
