6-氯-2-甲氧基-吡啶-3-甲醛合成路线 （共 12 条）
反应条件
sodium chlorite; aminosulfonic acid in acetone T=0 - 20°C; 2 h;
参考文献
GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; GAJERA, Jitendra Maganbhai; NARAYANA, Lakshminarayana; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati
Patent: WO2012/110860 A1, 2012 ;
Location in patent: Page/Page column 83 ;
WO 2012/110860 A1
反应条件
tert.-butyl lithium in tetrahydrofuran; N-methyl-acetamide; acetic acid; pentane
参考文献
North Carolina State University
Patent: US5162532 A1, 1992 ;
反应条件
methanol
T=55°C; 3 h;
参考文献
ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.
Patent: WO2010/75200 A1, 2010 ;
Location in patent: Page/Page column 164 ;
WO 2010/075200 A1
反应条件
1: 2-chloro-6-methoxy-pyridine With tert.-butyl lithium in tetrahydrofuran; hexane
T=-78°C; 1 h;
2: N,N-dimethyl-formamide in tetrahydrofuran; hexane
T=-78°C; 1.5 h;
3: With acetic acid
T=-78 - 20°C;
参考文献
Kissei Pharmaceutical Co., Ltd.
Patent: EP1405859 A1, 2004 ;
Location in patent: Page 23 ;
EP 1405859 A1
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
sodium methylate in methanol
T=20°C;
参考文献
Roy, Patrick J.; Dufresne, Claude; Lachance, Nicolas; Leclerc, Jean-Philippe; Boisvert, Michel; Wang, Zhaoyin; Leblanc, Yves
Synthesis, 2005 , # 16 art. no. M03305SS, p. 2751 - 2757
反应条件
1.1: methanol / 24 h / 60 °C
2.1: tert.-butyl lithium / tetrahydrofuran; n-heptane / 1 h / -78 °C / |Inert atmosphere
2.2: 1 h / -78 - 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
sodium in tetrahydrofuran
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; Ambient temperature;
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
