3-(三氟甲基)-7,8-二氢-1,6-萘啶-6(5H)-羧酸叔丁酯合成路线 （共 9 条）
反应条件
1: 3-(trifluoromethyl)-5,8-dihydro-1,6-naphthyridin-7(6H)-one With borane-THF in tetrahydrofuran
T=20°C;
2: di-tert-butyl dicarbonate With N-ethyl-N,N-diisopropylamine in dichloromethane
T=20°C;
参考文献
Goble, Stephen D.; Yang, Lihu; Zhou, Changyou; Kothandaraman, Shankaran; Guiadeen, Deodialsingh; Butora, Gabor; Pastemak, Alexander; Mills, Sander G.
Patent: US2007/117797 A1, 2007 ;
Location in patent: Page/Page column 24 ;
US 20070117797 A1
反应条件
1: 3-(trifluoromethyl)-5,8-dihydro-1,6-naphthyridin-7(6H)-one With borane-THF in tetrahydrofuran
T=20°C;
2: With hydrogenchloride in methanol
T=50°C;
3: di-tert-butyl dicarbonate With N-ethyl-N,N-diisopropylamine in dichloromethane
T=20°C;
参考文献
MERCK and CO., INC.
Patent: WO2005/105092 A2, 2005 ;
Location in patent: Page/Page column 34 ;
WO 2005/105092 A2
反应条件
1: With lithium hexamethyldisilazane in tetrahydrofuran
T=-24 - 20°C; 3.25 h;
2: With ammonium acetate; acetic acid in tetrahydrofuran
T=-20 - 64°C; 3.3 h;
参考文献
MERCK and CO., INC.?
Patent: WO2005/44795 A1, 2005 ;
Location in patent: Page/Page column 10; 21-22 ;
WO 2005/044795 A1
反应条件
N-ethyl-N,N-diisopropylamine in dichloromethane
T=20°C; 16 h;
参考文献
MERCK and CO., INC.; MERCK SHARP and DOHME LIMITED
Patent: WO2004/94371 A2, 2004 ;
Location in patent: Page 62 ;
WO 2004/094371 A2
反应条件
1: tert-butyl 4-oxo-piperidine-1-carboxylate With lithium hexamethyldisilazane in tetrahydrofuran
T=0 - 20°C; 0.75 h;
2: vinamidinium hexafluorophosphate in tetrahydrofuran
T=-20°C; 2 h;
3: With ammonium acetate; acetic acid in tetrahydrofuran
T=65°C; 2.5 h;
参考文献
ARES TRADING S.A.; JORAND-LEBRUN, Catherine; SWINNEN, Dominique; GERBER, Patrick; KULKARNI, Santosh
Patent: WO2012/130915 A1, 2012 ;
Location in patent: Page/Page column 62-63 ;
WO 2012/130915 A1
反应条件
triethylamine in dichloromethane
T=20°C; 1.5 h;
参考文献
JANSSEN PHARMACEUTICA NV; LANTER, James, C.; MARKOTAN, Thomas, P.; SUBASINGHE, Nalin; SUI, Zhihua
Patent: WO2011/159854 A1, 2011 ;
Location in patent: Page/Page column 197 ;
WO 2011/159854 A1
反应条件
1: tert-butyl 4-oxo-piperidine-1-carboxylate With lithium hexamethyldisilazane in tetrahydrofuran
T=-20 - 0°C; 0.75 h;
2: vinamidinium hexafluorophosphate in tetrahydrofuran
T=-20 - 20°C; 2 h;
3: ammonium acetate
参考文献
Ares Trading SA
Patent: EP2508526 A1, 2012 ;
Location in patent: Page/Page column 52 ;
反应条件
hydrogenchloride in 1,4-dioxane
T=0 - 20°C; 12 h;
参考文献
ARES TRADING S.A.; JORAND-LEBRUN, Catherine; SWINNEN, Dominique; GERBER, Patrick; KULKARNI, Santosh
Patent: WO2012/130915 A1, 2012 ;
Location in patent: Page/Page column 63 ;
WO 2012/130915 A1
反应条件
hydrogenchloride; water in trans-1,3-dioxane
T=20°C; 2 h;
参考文献
MERCK and CO., INC.
Patent: WO2005/105092 A2, 2005 ;
Location in patent: Page/Page column 35 ;
WO 2005/105092 A2
