N-甲氧基-N,1-二甲基哌啶-4-羧酰胺合成路线 （共 5 条）
反应条件
1: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine in DMF (N,N-dimethyl-formamide) 63 h; 2: With sodium hydroxide in water
参考文献
Eli Lilly and Company
Patent: US6777428 B1, 2004 ;
Location in patent: Page column 24-25 ;
US 6777428 B1
反应条件
2,2,6,6-tetramethyl-piperidine; n-butyllithium
参考文献
Zhang, Deyi; Kohlman, Dan; Krushinski, Joseph; Liang, Sidney; Ying, Bai-Ping; Reilly, John E.; Dinn, Sean R.; Wainscott, David B.; Nutter, Suzanne; Gough, Wendy; Nelson, David L.G.; Schaus, John M.; Xu, Yao-Chang
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 24 p. 6011 - 6016
反应条件
1: 55 percent / 2,2,6,6-tetramethylpiperidine; n-BuLi
2: 63 percent / Pd2(dba)3; BINAP; t-BuONa
3: 83 percent / aq. HCl / tetrahydrofuran / 20 °C
View Scheme
参考文献
Zhang, Deyi; Kohlman, Dan; Krushinski, Joseph; Liang, Sidney; Ying, Bai-Ping; Reilly, John E.; Dinn, Sean R.; Wainscott, David B.; Nutter, Suzanne; Gough, Wendy; Nelson, David L.G.; Schaus, John M.; Xu, Yao-Chang
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 24 p. 6011 - 6016
反应条件
1: 55 percent / 2,2,6,6-tetramethylpiperidine; n-BuLi
2: 63 percent / Pd2(dba)3; BINAP; t-BuONa
3: 83 percent / aq. HCl / tetrahydrofuran / 20 °C
4: 100 percent / dioxane
5: NH2OH*HCl; pyridine / ethanol
6: NaOH / ethanol
View Scheme
参考文献
Zhang, Deyi; Kohlman, Dan; Krushinski, Joseph; Liang, Sidney; Ying, Bai-Ping; Reilly, John E.; Dinn, Sean R.; Wainscott, David B.; Nutter, Suzanne; Gough, Wendy; Nelson, David L.G.; Schaus, John M.; Xu, Yao-Chang
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 24 p. 6011 - 6016
反应条件
1: 2,6-Dibromopyridine in hexane; dichloromethane
T=-78°C; 1 h;
2: 1-methyl-piperidine-4-carboxylic acid methoxy-methyl-amide in hexane; dichloromethane
T=-78 - 20°C; Product distribution / selectivity;
参考文献
ELI LILLY AND COMPANY
Patent: WO2003/84949 A1, 2003 ;
Location in patent: Page/Page column 42; 43 ;
WO 03/084949 A1
