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ChemicalBook CAS DataBase List Ethyl iMidazo[1,5-a]pyridine-8-carboxylate
697739-12-1

Ethyl iMidazo[1,5-a]pyridine-8-carboxylate synthesis

6synthesis methods
-

Yield:697739-12-1 56%

Reaction Conditions:

Stage #1: formic acid;acetic anhydride at 60; for 2 h;
Stage #2: ethyl 2-(aminomethyl)-3-pyridinecarboxylate hydrochloride at 20 - 35; for 4 h;

Steps:

36 Description 36: Ethyl IMIDAZOFL, 5-ALPYRIDINE-8-CARBOXYLATE

Acetic anhydride (38. 21 ml, 405 mmol) and formic acid (15.28 ml, 405 mmol) were mixed together at 60 °C for 2 hours then allowed to cool to room temperature. To this mixture was added Description 35 (17.55 g, 81 mmol), and the resulting mixture stirred at room temperature for 1 hour, then heated at 35 °C for 3 hours. The mixture was cooled to 5 °C and neutralised with 0.88 ammonia solution and then extracted with dichloromethane (3 x). The combined dichloromethane layers were washed with water, saturated NACI, dried over NA2S04, filtered and evaporated. The residue was purified by column chromatography on silica eluting with 2% MEOH in DCM + 0.5% NH40H to give the title compound (8.67 g, 56%).

References:

WO2004/46133,2004,A1 Location in patent:Page 32

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