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2-METHYLIMIDAZO[1,2-A]PYRIDIN-7-AMINE synthesis

5synthesis methods
Carbamic acid, N-(2-methylimidazo[1,2-a]pyridin-7-yl)-, ethyl ester

1375110-93-2
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Yield:1375110-97-6 80%

Reaction Conditions:

with water;sodium hydroxide for 17 h;Reflux;

Steps:

4.1.9. General method for the synthesis of 2-substituted 7-aminooimidazo[1,2-a]pyridine derivatives 26(g-j)

General procedure: A stirred solution of the appropriate carbamate 25(g-j) (2.0 g, 9.76 mmol) in 5 N aqueous NaOH (100 mL) was refluxed for 7 h. After cooled to room temperature, the solution was diluted with H2O (100 mL), extracted with CH2Cl2 (3 × 50 mL), dried over Na2SO4, filtered and evaporated in vacuo. The crude product was purified on neutral alumina eluted with (CH2Cl2/EtOH, 99/1, v/v) to afford the appropriate amine 26(g-j).

References:

Masurier, Nicolas;Debiton, Eric;Jacquemet, Alicia;Bussière, Antoine;Chezal, Jean-Michel;Ollivier, Anthony;Tétégan, Daté;Andaloussi, Mounir;Galmier, Marie-Joseph;Lacroix, Jacques;Canitrot, Damien;Teulade, Jean-Claude;Gaudreault, René C.;Chavignon, Olivier;Moreau, Emmanuel [European Journal of Medicinal Chemistry,2012,vol. 52,p. 137 - 150] Location in patent:experimental part