HCID 21034891, compound → HCID 22048331, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of lithium aluminum hydride (309 mg, 7.73 mmol) in anhydrous tetrahydrofuran (15 mL) was added a solution of 1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid ethyl ester (2.3 g, 5.44 mmol) in tetrahydrofuran (10 mL) dropwise at 0° C. The reaction mixture was stirred at 0° C. for 1 h and the excess lithium aluminum hydride was quenched with addition of water (1 mL), 15% aqueous sodium hydroxide solution (1 mL) and water (3 mL) at 0° C. The mixture was filtered through a Celite® pad and the filtrate was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to afford [1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-isoquinolin-4-yl]-methanol (2.1, 99% yield). The crude product was used without further purification.

Provenance & Evidence