Aluminium lithium hydride → HCID 58148045, compound

Participants

Reaction Steps

3-Benzyloxy-7-morpholin-4-yl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid methoxy-methyl-amide (product of example 14, 112 mg, 0.264 mmol) was dissolved in THF (1 mL) and added to a stirred solution of LAH (14 mg, 0.369 mmol) in THF at −45° C. The reaction was warmed to room temperature and stirred for 2 days. After this time, the reaction was quenched by addition of water and the residue filtered through celite, washing with ether. The combined organic layers where extracted with 1M HCl. The aqueous layer was basified with saturated aqueous bicarbonate solution and extracted with EtOAc. The combined organic layers were washed with water and brine, then dried and concentrated. Purification was achieved by column chromatography to afford the product (25 mg, 26% yield) as a yellow solid.

Provenance & Evidence