3-氨基噻吩并[2,3-b]吡啶-2-甲酸乙酯合成路线 (共 11 条)
反应条件
1: mercapto acetic acid ethylester With sodium hydride in dimethyl sulfoxide; mineral oil T=20°C; 0.25 h; 2: 2-chloro-3-pyridinecarbonitrile in dimethyl sulfoxide; mineral oil T=20°C; 3 h;
参考文献
Lauria, Antonino; Abbate, Ilenia; Patella, Chiara; Martorana, Annamaria; Dattolo, Gaetano; Almerico, Anna Maria
European Journal of Medicinal Chemistry, 2013 , vol. 62, p. 416 - 424
反应条件
potassium tert-butylate 1.) 60 min, irradiation, liquid NH3; Yield given. Multistep reaction;
参考文献
Beugelmans, Rene; Bois-Choussy, Michele; Boudet, Bernard
Tetrahedron, 1983 , vol. 39, # 24 p. 4153 - 4162
参考文献
Guerrera; Siracusa; Tornetta
Farmaco, Edizione Scientifica, 1976 , vol. 31, # 1 p. 21 - 30
反应条件
1: (i) aq. NaNO2, H2SO4, (ii) aq. H3PO2 2: KOH / ethanol / 0.42 h / Heating View Scheme
参考文献
Schneller,S.W. et al.
Journal of Heterocyclic Chemistry, 1976 , vol. 13, p. 273 - 275
反应条件
potassium hydroxide in ethanol 0.75 h; Heating;
参考文献
Journal of Heterocyclic Chemistry, , vol. 13, p. 273 - 275
反应条件
(i) aq. NaNO2, H2SO4, (ii) aq. H3PO2; Multistep reaction;
参考文献
Schneller,S.W. et al.
Journal of Heterocyclic Chemistry, 1976 , vol. 13, p. 273 - 275
反应条件
1: (i) aq. NaNO2, H2SO4, (ii) aq. H3PO2 2: KOH / ethanol / 0.42 h / Heating 3: Cu View Scheme
参考文献
Schneller,S.W. et al.
Journal of Heterocyclic Chemistry, 1976 , vol. 13, p. 273 - 275
反应条件
1: tert.-butylnitrite; copper(I) bromide / acetonitrile
2: water; sodium hydroxide / tetrahydrofuran; methanol
View Scheme
参考文献
LABORATOIRE BIODIM; CHASSET, Sophie; CHEVREUIL, Francis; LEDOUSSAL, Benoit; LE STRAT, Frederic; BENAROUS, Richard
Patent: WO2012/137181 A1, 2012 ;
反应条件
T=135 - 190°C; Cyclization; 5 h;
参考文献
Showalter, H. D. Hollis; Bridges, Alexander J.; Zhou, Hairong; Sercel, Anthony D.; McMichael, Amy; Fry, David W.
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5464 - 5474
反应条件
1: 73 percent / 5 h / 135 - 190 °C
2: 96 percent / oxalyl chloride; DMF / 1,2-dichloro-ethane / 2 h / 85 °C
View Scheme
参考文献
Schneller; Clough
Journal of Heterocyclic Chemistry, 1974 , vol. 11, # 6 p. 975 - 977