(9ci)-1-甲基-1H-苯并咪唑-2-羧酸甲酯合成路线 （共 8 条）
反应条件
1: BICA methyl ester With sodium hydride in N,N-dimethyl-formamide; mineral oil T=0°C; 0.5 h; Inert atmosphere; 2: methyl iodide in N,N-dimethyl-formamide; mineral oil T=20°C; 4 h;
参考文献
AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge
Patent: WO2011/143365 A1, 2011 ;
Location in patent: Page/Page column 170-171 ;
WO 2011/143365 A1
反应条件
sodium hydride in N,N-dimethyl-formamide T=20°C; Esterification; methylation; 3 h;
参考文献
Orjales, Aurelio; Alonso-Cires, Luisa; Lopez-Tudanca, Pedro; Tapia, Ines; Mosquera, Ramon; Labeaga, Luis
European Journal of Medicinal Chemistry, 1999 , vol. 34, # 5 p. 415 - 422
参考文献
Musser, John H.; Brown, Richard E.; Loev, Bernard; Bailey, Kevin; Jones, Howard; et al.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 121 - 125
反应条件
1.1: acetic acid / 1 h / 20 °C 2.1: sodium carbonate / 14 h / Reflux 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere 3.2: 4 h / 20 °C View Scheme
参考文献
AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge
Patent: WO2011/143365 A1, 2011 ;
WO 2011/143365 A1
反应条件
1.1: sodium carbonate / 14 h / Reflux 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere 2.2: 4 h / 20 °C View Scheme
参考文献
AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge
Patent: WO2011/143365 A1, 2011 ;
WO 2011/143365 A1
反应条件
sodium methylate Multistep reaction;
参考文献
Berger, Michael L.; Schoedl, Clemens; Noe, Christian R.
Archiv der Pharmazie, 1996 , vol. 329, # 3 p. 120 - 124
反应条件
1: With water; sodium hydroxide in methanol T=50°C; 1 h; 2: With hydrogenchloride in water pH=2;
参考文献
AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge
Patent: WO2011/143365 A1, 2011 ;
Location in patent: Page/Page column 171 ;
WO 2011/143365 A1
反应条件
hydrazine hydrate in isopropyl alcohol
T=60°C; 1 h;
参考文献
Musser, John H.; Brown, Richard E.; Loev, Bernard; Bailey, Kevin; Jones, Howard; et al.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 121 - 125
