MeOH tetrahydrofuran → HCID 22476606, compound

Participants

Reaction Steps

Into a 50 mL 3 neck flask with stirrer, borane-THF complex (2 mL, 1M solution) was added syringe wise to 2-[4-(1-hydroxy-2-{[(methylethyl)sulfonyl]amino}cyclopentyl)phenoxy]ethanenitrile (125 mg, 0.37 mmol) in THF (10 mL) while stirring at room temperature under a nitrogen atmosphere. The reaction mixture was then stirred overnight. 3 mL of 1:1 THF/Methanol solution was then added by syringe with severe foaming. After the foaming subsided, the solution was concentrated under reduced vacuum to yield 85 mg as an oil. This material was purified via silica gel chromatography employing the Chromatotron® and using a 2000 micron rotor while eluting with a solvent of methylene chloride/ethyl acetate 9:1 to yield the intermediate title compound (35 mg) as an oil. Ion spray M.S. 341.4 (M*−1).

Provenance & Evidence