Aluminium lithium hydride → HCID 57833392, compound

Participants

Reaction Steps

A solution of 4-{4-[(2-amino-6-phenylpyrimidin-4-yl)amino]phenoxy}-N-(2-methoxyethyl)pyridine-2-carboxamide from Example 23 (50 mmol) in anhydrous THF (50 mL) is added in portions to a pre-cooled in ice-bath solution of lithium aluminum hydride (100 mmol, 1.0 M in THF) in anhydrous THF (150 mL). The reaction is stirred at 0° C. for 30 min until evolution of hydrogen subsides. The reaction mixture is refluxed under nitrogen for 48 h. The mixture is brought to 5-10° C. and carefully quenched with water (3.8 mL), 15% NaOH (3.8 mL) and water (12 mL). The mixture is extracted with EtOAc and the organic layer-is-dined and concentrated to give a crude product which is purified by chromatography on a silica column to give the title compound.

Provenance & Evidence