2-氰基-7,8-二氢-1,6-萘啶-6(5H)-羧酸叔丁酯合成路线 (共 5 条)
反应条件
1: 6-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-1-oxide With trimethylsilyl cyanide in dichloromethane T=20°C; 0.333333 h; 2: N,N-dimethylcarbamoyl chloride in dichloromethane T=20°C; 41 h;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2009/56556 A1, 2009 ;
Location in patent: Page/Page column 42 ;
WO 2009/056556 A1
反应条件
N,N-dimethylcarbamoyl chloride in dichloromethane T=20°C; 41 h;
参考文献
Haginoya, Noriyasu; Kobayashi, Syozo; Komoriya, Satoshi; Yoshino, Toshiharu; Suzuki, Makoto; Shimada, Takashi; Watanabe, Kengo; Hirokawa, Yumiko; Furugori, Taketoshi; Nagahara, Takayasu
Journal of Medicinal Chemistry, 2004 , vol. 47, # 21 p. 5167 - 5182
反应条件
1: Et3N; pyridinium acetate / 22 h / 120 °C 2: H2; AcOH / Pd/C / 2 h / 50 - 60 °C 3: 981 mg / aq. NaOH / toluene / 0.17 h 4: 98 percent / m-chloroperbenzoic acid / CH2Cl2 / 0.5 h / 0 °C 5: 88 percent / N,N-dimethylcarbamyl chloride / CH2Cl2 / 41 h / 20 °C View Scheme
参考文献
Haginoya, Noriyasu; Kobayashi, Syozo; Komoriya, Satoshi; Yoshino, Toshiharu; Suzuki, Makoto; Shimada, Takashi; Watanabe, Kengo; Hirokawa, Yumiko; Furugori, Taketoshi; Nagahara, Takayasu
Journal of Medicinal Chemistry, 2004 , vol. 47, # 21 p. 5167 - 5182
反应条件
1: H2; AcOH / Pd/C / 2 h / 50 - 60 °C 2: 981 mg / aq. NaOH / toluene / 0.17 h 3: 98 percent / m-chloroperbenzoic acid / CH2Cl2 / 0.5 h / 0 °C 4: 88 percent / N,N-dimethylcarbamyl chloride / CH2Cl2 / 41 h / 20 °C View Scheme
参考文献
Haginoya, Noriyasu; Kobayashi, Syozo; Komoriya, Satoshi; Yoshino, Toshiharu; Suzuki, Makoto; Shimada, Takashi; Watanabe, Kengo; Hirokawa, Yumiko; Furugori, Taketoshi; Nagahara, Takayasu
Journal of Medicinal Chemistry, 2004 , vol. 47, # 21 p. 5167 - 5182
反应条件
1: 981 mg / aq. NaOH / toluene / 0.17 h 2: 98 percent / m-chloroperbenzoic acid / CH2Cl2 / 0.5 h / 0 °C 3: 88 percent / N,N-dimethylcarbamyl chloride / CH2Cl2 / 41 h / 20 °C View Scheme
参考文献
Haginoya, Noriyasu; Kobayashi, Syozo; Komoriya, Satoshi; Yoshino, Toshiharu; Suzuki, Makoto; Shimada, Takashi; Watanabe, Kengo; Hirokawa, Yumiko; Furugori, Taketoshi; Nagahara, Takayasu
Journal of Medicinal Chemistry, 2004 , vol. 47, # 21 p. 5167 - 5182