2-氯-6-甲基吡啶-4-羧酸甲酯合成路线 (共 19 条)
反应条件
methanol; hydrazine hydrate
参考文献
Maruyama; Imamura
Takeda Kenkyusho Nenpo, 1953 , vol. 12, p. 62,64
Chem.Abstr., 1954 , p. 4695
Full Text Show Details
Isler et al.
Helvetica Chimica Acta, 1955 , vol. 38, p. 1046,1058
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran T=20°C; 2.4 h; 2: With water in tetrahydrofuran
参考文献
Schering Corporation
Patent: US2007/167435 A1, 2007 ;
Location in patent: Page/Page column 32-33 ;
US 20070167435 A1
反应条件
1: palladium/charcoal; methanol; potassium acetate / Hydrogenation 2: methanol. KOH View Scheme
参考文献
Isler et al.
Helvetica Chimica Acta, 1955 , vol. 38, p. 1046,1058
反应条件
sodium hydroxide; palladium in methanol
参考文献
Zeneca Limited; Zeneca Pharma S. A.
Patent: US6362336 B1, 2002 ;
Location in patent: Example 63 ;
US 6362336 B1
参考文献
Sperber et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 704,707
反应条件
1: palladium/charcoal; methanol; potassium acetate / Hydrogenation
2: methanol; N2H4+H2O
View Scheme
参考文献
Isler et al.
Helvetica Chimica Acta, 1955 , vol. 38, p. 1046,1058
反应条件
1: 2-bromo-6-methyl-pyridine With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.25 h;
2: With zinc(II) chloride in tetrahydrofuran; hexane
T=20°C; 0.5 h;
3: methyl 2-chloro-6-methyl-pyridine-4-carboxylate With diisobutylaluminium hydride; PdCl2-(PPh3)2 in tetrahydrofuran; hexane
Negishi cross-coupling reaction; 1.5 h; Heating; Further stages.;
参考文献
Havas, Fabien; Danel, Mathieu; Galaup, Chantal; Tisnes, Pierre; Picard, Claude
Tetrahedron Letters, 2007 , vol. 48, # 6 p. 999 - 1002
反应条件
bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; copper(l) iodide in N,N-dimethyl-formamide
T=100°C; Suzuki-Miyaura cross-coupling; 6 h; Inert atmosphere;
参考文献
Havas, Fabien; Leygue, Nadine; Danel, Mathieu; Mestre, Beatrice; Galaup, Chantal; Picard, Claude
Tetrahedron, 2009 , vol. 65, # 36 p. 7673 - 7686
反应条件
tetrakis(triphenylphosphine) palladium(0) in toluene
Stille coupling; 24 h; Inert atmosphereReflux;
参考文献
Havas, Fabien; Leygue, Nadine; Danel, Mathieu; Mestre, Beatrice; Galaup, Chantal; Picard, Claude
Tetrahedron, 2009 , vol. 65, # 36 p. 7673 - 7686