Diisopropylethylamine → HCID 86710240, compound

Participants

Reaction Steps

To a solution of (2R)-2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-pyrazol-1-yl)butanoic acid (0.855 g, 2.65 mmol, 1 eq) in DMF (20 mL) was added DIPEA (1.06 g, 7.96 mmol, 1.45 mL, 3.eq), O-tetrahydro-2H-pyran-2-yl-hydroxylamine (0.621 g, 5.30 mmol, 2 eq) and HATU (1.54 g, 3.98 mmol, 1.5 eq). The reaction was allowed to stir at RT overnight. The mixture was diluted with EtOAc and water. The aqueous layer was extracted several times with EtOAc, dried (MgSO4), filtered and concentrated. The crude product mixture was purified by flash chromatography on a 40 g silica column eluting with 0-100% EtOAc/DCM to give (2R)-2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-pyrazol-1-yl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (685 mg, 61% yield). LC-MS M−H 420.3.

Provenance & Evidence