Acetohydroxamic Acid → HCID 25119286, compound

Participants

Reaction Steps

To a solution of acetohydroxamic acid (53 mg, 0.7 mmol) in DMF (5 mL) was added potassium tert-butoxide (80 mg, 1.76 mmol). The mixture was stirred at room temperature for 20 min, followed by the addition of solution of 2-fluoro-5-(6-(2-isobutoxyphenyl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzonitrile (100 mg, 0.27 mmol) (Example 1, Step 4) in DMF (4 mL). The reaction was stirred at room temperature for 16 h. The mixture was quenched by acid and the product was purified by Prep-HPLC to give 75 mg (74%) of 4-(3-amino-1,2-benzisoxazol-5-yl)-6-{2-[(2-methylpropyl)oxy]phenyl}pyrimidin-2(1H)-one. 1H NMR (400 MHz, d6-DMSO): δ 11.80 (s, br, 2H), 8.78 (s, 1H), 8.37 (d, 1H), 7.66-7.45 (m, 3H), 7.24-7.00 (m, 3H), 6.60 (s, 2H), 3.83 (d, 2H), 2.05-1.97 (m, 1H), 0.98 (d, 6H). MS (EI) for C21H20N4O3: 377 (MH+).

Provenance & Evidence