N-(4-甲基-2-吡啶基)-氨基甲酸-1,1-二甲基乙酯合成路线 （共 37 条）
反应条件
in tetrahydrofuran; water
参考文献
Ohkawa, Shigenori; Naruo, Ken-ichi; Miwatashi, Seiji; Kimura, Hiroyuki
Patent: US2004/53973 A1, 2004 ;
US 20040053973 A1
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 1.2: 81 percent / tetrahydrofuran; hexane / -78 - 20 °C 2.1: 86 percent / Br2; AcOH / 3 h / 80 °C 3.1: 71 percent / dimethylformamide / 14 h / 20 °C 4.1: 77 percent / Et3N / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Miwatashi, Seiji; Arikawa, Yasuyoshi; Kotani, Etsuo; Miyamoto, Maki; Naruo, Ken-Ichi; Kimura, Hiroyuki; Tanaka, Toshimasa; Asahi, Satoru; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2005 , vol. 48, # 19 p. 5966 - 5979
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 1.2: 81 percent / tetrahydrofuran; hexane / -78 - 20 °C 2.1: 86 percent / Br2; AcOH / 3 h / 80 °C 3.1: 60 percent / dimethylformamide / 14 h / 20 °C 4.1: Et3N / tetrahydrofuran / 3 h / 20 °C 5.1: 59.8 g / HCl / tetrahydrofuran; H2O / 14 h / 40 °C View Scheme
参考文献
Miwatashi, Seiji; Arikawa, Yasuyoshi; Kotani, Etsuo; Miyamoto, Maki; Naruo, Ken-Ichi; Kimura, Hiroyuki; Tanaka, Toshimasa; Asahi, Satoru; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2005 , vol. 48, # 19 p. 5966 - 5979
反应条件
1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / |Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 18 h / 0 °C 3: silver trifluoromethanesulfonate / acetonitrile / 2 h / 85 °C / |Inert atmosphere View Scheme
参考文献
Chioua, Mourad; Soriano, Elena; Infantes, Lourdes; Jimeno, M. Luisa; Marco-Contelles, Jose; Samadi, Abdelouahid
European Journal of Organic Chemistry, 2013 , # 1 p. 35 - 39
反应条件
1: tert-Butyl N-(4-methyl-pyridin-2-yl)carbamate With n-butyllithium in tetrahydrofuran; hexane T=0°C; 0.5 h; 2: (2-methylaziridin-1-yl)(phenyl)methanone in tetrahydrofuran; hexane T=-78 - 20°C;
参考文献
Miwatashi, Seiji; Arikawa, Yasuyoshi; Kotani, Etsuo; Miyamoto, Maki; Naruo, Ken-Ichi; Kimura, Hiroyuki; Tanaka, Toshimasa; Asahi, Satoru; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2005 , vol. 48, # 19 p. 5966 - 5979
反应条件
n-butyllithium 1) THF, hexane, rt, 30 min; 2) THF, hexane, -78 deg C, 15 min; Yield given. Multistep reaction;
参考文献
Ihle; Krause
Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4810 - 4811
反应条件
1: With n-butyllithium in tetrahydrofuran; hexane T=20°C; 2 h; 2: With oxygen in tetrahydrofuran; hexane T=-78°C; 6 h; 3: With dimethylsulfide; acetic acid in tetrahydrofuran; hexane T=20°C; 48 h; Further stages.;
参考文献
SCHERING CORPORATION
Patent: WO2008/108958 A2, 2008 ;
Location in patent: Page/Page column 31-32 ;
反应条件
n-butyllithium in tetrahydrofuran; hexane
参考文献
DAIICHI PHARMACEUTICAL CO., LTD
Patent: US2003/92720 A1, 2003 ;
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
1.2: 76 percent / tetrahydrofuran; hexane / -78 - 20 °C
2.1: 82 percent / Br2; AcOH / 3 h / 80 °C
3.1: 76 percent / dimethylformamide / 14 h / 20 °C
View Scheme
参考文献
Miwatashi, Seiji; Arikawa, Yasuyoshi; Kotani, Etsuo; Miyamoto, Maki; Naruo, Ken-Ichi; Kimura, Hiroyuki; Tanaka, Toshimasa; Asahi, Satoru; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2005 , vol. 48, # 19 p. 5966 - 5979
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
1.2: 81 percent / tetrahydrofuran; hexane / -78 - 20 °C
2.1: 86 percent / Br2; AcOH / 3 h / 80 °C
3.1: 63 percent / dimethylformamide / 14 h / 20 °C
View Scheme
参考文献
Miwatashi, Seiji; Arikawa, Yasuyoshi; Kotani, Etsuo; Miyamoto, Maki; Naruo, Ken-Ichi; Kimura, Hiroyuki; Tanaka, Toshimasa; Asahi, Satoru; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2005 , vol. 48, # 19 p. 5966 - 5979
