Aluminium lithium hydride → HCID 58118714, compound

Participants

Reaction Steps

To a stirred solution of methyl[(8R)-8-(3,5-difluorophenyl)-8-methyl-10-oxo-6,9-diazaspiro[4.5]dec-9-yl]acetate from Step A (998 mg, 2.83 mmol) in THF (14 mL) cooled to 0° C. via an ice/water bath was added LiAlH4 (1 M in THF, 4.20 mL, 4.20 mmol). After 40 min, the reaction was quenched with water (40 mL), and the resulting mixture was filtered through Celite, washing with saturated NaHCO3 solution (50 mL) and EtOAc (80 mL). The filtrate was separated and the aqueous layer was extracted an additional time with EtOAc (80 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of EtOAc:Hexanes—0:100 to 100:0. The clean fractions were concentrated in vacuo to yield the title compound. MS: m/z=325 (M+1).

Provenance & Evidence