Dimethylamine → HCID 19013490, compound

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Reaction Steps

A mixture of 40% aqueous dimethylamine (10.2 g), formalin (7.4 g), and glacial acetic acid, cooled to 0° to 5° C., was given to imidazo[1,5-a]pyridine [J. Chem. Soc., 1955, 2834](10.0 g, 84 mmol). The resulting dark mixture was left stirring for 48 hours at room temperature,then was made basic with 2N NaOH and extracted with CH2Cl2. The combined extracts (2×100 mL) were dried (Na2SO4) and evaporated. The residue was purified by chromatography over silica gel using MeOH/CH2Cl2 2:98 as eluant to give the title compound (3.0 g, 20%) as an oil; MS (70 eV): m/z 175 (M+).

Provenance & Evidence