Ethyl Acetate → HCID 68313016, compound

Participants

Reaction Steps

To an ice-cooled suspension of LiAlH4 (41.3 mg, 1.09 mmol) in THF (3 mL) was added a solution of 2-isobutyl-2-[2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]malonic acid diethyl ester (195 mg, 0.362 mmol) in THF (2 mL). The reaction mixture was stirred at RT for 1.5 h. To the reaction mixture was added EtOAc (1 mL) and stirring was continued for 10 min. An aqueous solution of Rochelle salt's and EtOAc were then added and stirring continued for a further 1 h. The mixture was filtered through a Celite® pad and the aqueous phase was extracted with EtOAc. The combined organic phases were washed with brine, then dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si-PCC, gradient 4-14% MeOH in DCM) affording the title compound as a colourless gum (88.6 mg, 54%). LCMS (Method B): RT 2.87 min [M+H]+ 456.

Provenance & Evidence