N-叔丁氧羰基-4-哌啶酮合成路线 （共 500 条）
反应条件
1: 1-bromo-2-chloro-benzene; iso-propylmagnesium bromide in tetrahydrofuran
T=0°C; 1 h;
2: tert-butyl 4-oxo-piperidine-1-carboxylate in tetrahydrofuran
T=0°C; 1 h;
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED
Patent: WO2005/118587 A1, 2005 ;
Location in patent: Page/Page column 209-210 ;
WO 2005/118587 A1
反应条件
magnesium in tetrahydrofuran
参考文献
Bottcher; Barnickel; Hausberg; Haase; Seyfried; Eiermann
Journal of Medicinal Chemistry, 1992 , vol. 35, # 22 p. 4020 - 4026
反应条件
1: in tetrahydrofuran
T=0 - 20°C; 16 h;
2: With water; ammonium chloride in tetrahydrofuran
T=20°C; Saturated solution;
参考文献
Gruenenthal GmbH
Patent: US2009/264400 A1, 2009 ;
Location in patent: Page/Page column 65 ;
US 20090264400 A1
反应条件
1: 1-bromo-4-fluorobenzene With iodine; magnesium in tetrahydrofuran
T=70°C; 2 h;
2: tert-butyl 4-oxo-piperidine-1-carboxylate in tetrahydrofuran
T=0 - 20°C; 3 h;
参考文献
ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; WANG, Xueqing; MEYER, Michael; YAO, Betty; GUO, Tao; WEI, Guo Ping,Robert; WANG, Lijuan, Jane
Patent: WO2013/10453 A1, 2013 ;
Location in patent: Page/Page column 128-129 ;
反应条件
1: With bis(1,5-cyclooctadiene)nickel (0); Ipr.HCl; cesium fluoride in toluene
T=30 - 80°C; Inert atmosphere;
2: With KHF2; water in diethyl ether; toluene
1 h; Inert atmosphere;
参考文献
Bouffard, Jean; Itami, Kenichiro
Organic Letters, 2009 , vol. 11, # 19 p. 4410 - 4413
反应条件
1: p-F-C6H4-Hal With magnesium in tetrahydrofuran
2: tert-butyl 4-oxo-piperidine-1-carboxylate in tetrahydrofuran
参考文献
Kumagai, Toshihito; Okubo, Taketoshi; Kataoka-Okubo, Hiromi; Chaki, Shigeyuki; Okuyama, Shigeru; Nakazato, Atsuro
Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 5 p. 1357 - 1363
反应条件
1.1: 6 h / Reflux
2.1: sodium hydroxide / water / 1 h / 80 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 0 - 20 °C
4.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 1 h / 130 °C / Microwave irradiation
5.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
5.2: Amberlyst A-21
View Scheme
参考文献
GRUENENTHAL GmbH
Patent: US2012/71461 A1, 2012 ;
反应条件
1: in tetrahydrofuran; diethyl ether
T=0 - 20°C; 48 h;
2: With hydrogenchloride in 1,4-dioxane; methanol
0.5 h;
参考文献
CHIRON CORPORATION; GLAXOSMITHKLINE
Patent: WO2004/112793 A1, 2004 ;
Location in patent: Page/Page column 129 ;
反应条件
1: diethyl ether; tetrahydrofuran / 6 h / -78 - 23 °C
2: hydrogenchloride / 1,4-dioxane / 2 h / 0 - 23 °C
View Scheme
参考文献
H. LUNDBECK A/S
Patent: US2011/92475 A1, 2011 ;
反应条件
1: 99 percent / NaBH(OAc)3 / acetic acid / 1 h / 20 °C
2: 88 percent / DDQ / tetrahydrofuran / 0.75 h / 0 - 5 °C
3: 70 percent / TFA / ethyl acetate / 12 h / 60 °C
4: 97 percent / K2CO3 / dimethylformamide / 5 h / 20 - 50 °C
View Scheme
参考文献
Faul, Margaret M.; Grutsch, John L.; Kobierski, Michael E.; Kopach, Michael E.; Krumrich, Christine A.; Staszak, Michael A.; Udodong, Uko; Vicenzi, Jeffrey T.; Sullivan, Kevin A.
Tetrahedron, 2003 , vol. 59, # 36 p. 7215 - 7229
