2-氯-6-甲氧基-3-吡啶羧醛合成路线 （共 8 条）
反应条件
1: With methanol
T=70°C; 5 h;
2: With borane-THF in tetrahydrofuran
T=0 - 20°C; 1 h;
3: With Dess-Martin periodane in dichloromethane
T=0°C; 0.5 h; Overall yield = 3.53 g;
参考文献
PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; LEE, Chang-Sun; CHOI, Soongyu; KARP, Gary Mitchell; KOYAMA, Hiroo; RATNI, Hasane
Patent: WO2013/130689 A1, 2013 ;
Location in patent: Paragraph 00931; 00932; 00933; 00934 ;
反应条件
1: 3-bromo-2-chloro-6-methoxypyridine With isopropylmagnesium chloride lithium chloride complex in tetrahydrofuran
T=-20°C; 2 h; Inert atmosphere;
2: N,N-dimethyl-formamide in tetrahydrofuran
T=-20°C; 0.5 h; Inert atmosphere;
参考文献
Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Inai, Makoto; Hamashima, Yoshitaka; Kan, Toshiyuki
Organic Letters, 2014 , vol. 16, # 7 p. 1980 - 1983
反应条件
1.1: methanol / 24 h / 60 °C
2.1: N-bromosuccinmide / acetonitrile / 24 h / |Reflux
3.1: isopropylmagnesium chloride lithium chloride complex / tetrahydrofuran / 2 h / -20 °C / |Inert atmosphere
3.2: 0.5 h / -20 °C / |Inert atmosphere
View Scheme
参考文献
Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Inai, Makoto; Hamashima, Yoshitaka; Kan, Toshiyuki
Organic Letters, 2014 , vol. 16, # 7 p. 1980 - 1983
反应条件
1.1: N-bromosuccinmide / acetonitrile / 24 h / |Reflux
2.1: isopropylmagnesium chloride lithium chloride complex / tetrahydrofuran / 2 h / -20 °C / |Inert atmosphere
2.2: 0.5 h / -20 °C / |Inert atmosphere
View Scheme
参考文献
Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Inai, Makoto; Hamashima, Yoshitaka; Kan, Toshiyuki
Organic Letters, 2014 , vol. 16, # 7 p. 1980 - 1983
参考文献
Dainter, Ronald S.; Suschitzky, Hans; Wakefield, Basil J.; Hughes, Nigel; Nelson, Anthony J.
Tetrahedron Letters, 1984 , vol. 25, # 49 p. 5693 - 5696
反应条件
in tetrahydrofuran
15 h; Heating;
参考文献
Dainter, Ronald S.; Jackson, Tracey; Omar, Abdirahman H. H.; Suschitzky, Hans; Wakefield, Basil J.; et al.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 283 - 287
反应条件
n-butyllithium; iodobenzene; diisopropylamine
1.) THF, 0 deg C, 2 h, 2.) -40 deg C, 30 min.; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Mallet, Marc
Journal of Organometallic Chemistry, 1991 , vol. 406, # 1+2 p. 49 - 56
反应条件
methanol; diisobutylaluminum hydride
1.) methanol, room temperature, 1 h, 2.) toluene, room temperature, 1 h; Multistep reaction. Title compound not separated from byproducts;
参考文献
Dainter, Ronald S.; Jackson, Tracey; Omar, Abdirahman H. H.; Suschitzky, Hans; Wakefield, Basil J.; et al.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 283 - 287
