Aluminium lithium hydride → 8-(2,6-Diethylbenzylamino)-2,6-dimethyl-3-hydroxymethyl imidazo[1,2-a]pyridine

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Reaction Steps

A solution of 3-carboethoxy-2,6-dimethyl-8-(2,6-diethylbenzylamino)imidazo[1,2-a]pyridine (1.75 g, 4.6 mmol) in 30 ml tetrahydrofuran was treated with lithium aluminiumhydride (0.7 g, 18.5 mmol) at room temperature during 3.5 h. The reaction was complete after 4 h and was quenched carefully by dropwise addition of water (0.7 ml), aqueous sodium hydroxide (0.7 ml, 15%) and again water (2 ml). The mixture was extracted with chloroform and the organic layer was concentrated. The residue was recrystallized in ethanol and the white crystalline product was filtrated, washed with diethyl ether and dried in vacuo, which gave 1.5 g (96%) yield.

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