Hydrochloric Acid → HCID 66558217, compound

Participants

Reaction Steps

To a solution of (2R)-4-[4-(1,3-benzoxazol-2-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (0.410 g, 0.886 mmol) in EtOH (40 mL) was added 1M HCl (20 mL). The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was concentrated and was purified via reverse-phase chromatography, using 5%-95% acetonitrile/water with 0.1% formic acid modifier. The target fractions were combined and evaporated to give (2R)-4-[4-(1,3-benzoxazol-2-yl)-1H-pyrazol-1-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide (120 mg, 36% yield) as a light peach solid. 1H NMR (400 MHz, DMSO-d6) δ 1.50 (s, 3H) 2.21-2.40 (m, 1H) 2.70-2.87 (m, 1H) 3.06 (s, 3H) 4.03-4.21 (m, 1H) 4.26-4.51 (m, 1H) 7.27-7.44 (m, 2H) 7.63-7.78 (m, 2H) 8.14 (s, 1H) 8.64 (s, 1H) 9.23 (br. s., 1H) 10.99 (br. s., 1H) LC-MS M+H+379.1.

Provenance & Evidence