Aluminium lithium hydride → HCID 89875978, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)-5-((tetrahydro-2H-pyran-4-yl)methoxy)benzoic acid (40 mg, 0.084 mmol) in tetrahydrofuran (THF) (1 mL) at 0° C. was added lithium aluminium hydride (1.0M in diethyl ether) (0.084 mL, 0.084 mmol) and the reaction mixture was stirred at 0° C. for 30 minutes then warmed to 25° C. for 1 hour. The reaction mixture was quenched carefully with water. The organic solvent was removed in vacuo and the remaining aqueous layer was extracted with ethyl acetate (20 mL×3). The organics were combined and concentrated in vacuo to give a yellow oil. The crude was then purified by mass directed autoprep (ammonium carbonate modifier). The appropriate fractions were concentrated under a stream of nitrogen in a Radleys blowdown apparatus to give the required product, 25.2 mg. LCMS [LCMS2] Rt 1.40 min, m/z (ES+) 462 (M+H).

Provenance & Evidence