Aluminium lithium hydride → HCID 72572534, compound

Participants

Reaction Steps

Add 1M lithium aluminum hydride in THF (3.0 mL, 3.0 mmol) to a solution of 4-[5-(cyclopropylmethyl-amino)-isothiazol-3-yl]-benzonitrile (210 mg, 0.82 mmol) in THF (8 mL) at room temperature under a nitrogen atmosphere. Stir the mixture at ambient temperature for 45 min, then quench the reaction sequentially with water (0.3 mL) and 5N aqueous NaOH (0.3 mL). Filter the slurry through Celite®, dry the filtrate over Na2SO4, filter and concentrate in vacuo. Purify the residue by chromatography on silica gel (8 g) eluting with DCM/2M ammonia in methanol (20:1) to obtain the desired intermediate (110 mg, 51%). MS (ES+) m/z: 245.1 (M-NH3+H)+.

Provenance & Evidence