Aluminium lithium hydride → HCID 67168067, compound

Participants

Reaction Steps

To a solution of ethyl 1-[3-(dimethylaminomethyl)-2-pyridyl]-3-methyl-pyrazole-4-carboxylate (217.7 g, 0.75 mmol) in tetrahydrofuran (5 mL) cooled to 0° C. and under nitrogen, 1 M lithium aluminum hydride in tetrahydrofuran (0.9 mL, 0.9 mmol) is added and the mixture is stirred at that temperature for 5 minutes. The reaction is quenched with saturated aqueous solution of ammonium chloride and the crude is extracted with ethyl acetate. The organic layer is separated, dried on sodium sulfate and the solvent is evaporated in vacuo. In this particular example the compound is not isolated in the organic extraction and is finally separated from the aqueous solution with an SCX cartridge to afford 146 mg (78%) of [1-[3-(dimethylaminomethyl)-2-pyridyl]-3-methyl-pyrazol-4-yl]methanol that is used with no further purification. MS (m/z): 247 (M+1).

Provenance & Evidence