(5-溴甲基-吡啶-2-基)-氨基甲酸叔丁酯合成路线 (共 7 条)
反应条件
carbon tetrabromide; triphenylphosphine in dichloromethane T=20°C; 4 h;
参考文献
MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.
Patent: WO2014/52365 A1, 2014 ;
Location in patent: Page/Page column 257-259 ;
反应条件
N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile in tetrachloromethane 1.5 h; Reflux;
参考文献
AVENTIS PHARMA DEUTSCHLAND GMBH
Patent: WO2005/105781 A1, 2005 ;
Location in patent: Page/Page column 49 ;
反应条件
1: 68 percent / LiAlH4 / tetrahydrofuran / 6 h 2: 67 percent / PPh3; CBr4 / CH2Cl2 / 5 h / 20 °C View Scheme
参考文献
MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.
Patent: WO2014/52365 A1, 2014 ;
反应条件
1: 70 percent / DMAP / 2-methyl-propan-2-ol; acetone / 20 h / 20 °C 2: 68 percent / LiAlH4 / tetrahydrofuran / 6 h 3: 67 percent / PPh3; CBr4 / CH2Cl2 / 5 h / 20 °C View Scheme
参考文献
MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.
Patent: WO2014/52365 A1, 2014 ;
反应条件
1.1: SOCl2 / 72 h / Heating 1.2: 97 percent / NaOH / methanol / 1 h 2.1: 70 percent / DMAP / 2-methyl-propan-2-ol; acetone / 20 h / 20 °C 3.1: 68 percent / LiAlH4 / tetrahydrofuran / 6 h 4.1: 67 percent / PPh3; CBr4 / CH2Cl2 / 5 h / 20 °C View Scheme
参考文献
Polla, Magnus O.; Tottie, Louise; Norden, Carita; Linschoten, Marcel; Muesil, Djordje; Trumpp-Kallmeyer, Susanne; Aukrust, Inger R.; Ringom, Rune; Holm, Kjetil H.; Neset, Siren M.; Sandberg, Marcel; Thurmond, John; Yu, Peng; Hategan, Georgeta; Anderson, Herb
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 5 p. 1151 - 1175
反应条件
1: 4-(N,N-dimethlyamino)pyridine / tert-butyl alcohol / 12 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / -10 - 20 °C 3: triphenylphosphine; carbon tetrabromide / dichloromethane / 4 h / 20 °C View Scheme
参考文献
MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.
Patent: WO2014/52365 A1, 2014 ;
反应条件
1: LiAlH4 View Scheme
参考文献
Nantermet, Philippe G.; Barrow, James C.; Lindsley, Stacey R.; Young, Marybeth; Mao, Shi-Shan; Carroll, Steven; Bailey, Carolyn; Bosserman, Michele; Colussi, Dennis; McMasters, Daniel R.; Vacca, Joseph P.; Selnick, Harold G.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 9 p. 2141 - 2145