Aluminium lithium hydride → HCID 22048374, compound

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Reaction Steps

The 1-(2-fluoro-5-methoxybenzyl)-4-ethoxycarbonyl-6,7-dimethoxyisoquinoline (4.0 g, 10 mmol, intermediate for 1-(2-Fluoro-5-methoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid (Example 26) was dissolved in 60 ml of THF. At 0° C., lithium aluminum hydride (371 mg, 1.0 eq) was added and the mixture was stirred at room temperature overnight. TLC showed complete disappearance of the starting material. The mixture was evaporated to remove solvents and the residue was extracted with methylene chloride and saturated ammonium chloride solution. The organic layer was washed with water and brine. After the evaporation of solvents a solid was obtained. The solid was washed with dry ether and hexane to give 1-(2-fluoro-5-methoxybenzyl)-4-hydroxymethyl-6,7-dimethoxyisoquinoline (3.12 g, 87%).

Provenance & Evidence