HCID 178436409, compound → HCID 178436408, compound

Participants

Reaction Steps

(5S)-1-((2R)-2-(Cyclopentylmethyl)-4-oxo-4-{[(phenylmethyl)oxy]amino}butanoyl)-N-(6-ethyl-1-oxido-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide (61 mg, 0.12 mmol) was dissolved in methanol (8 mL), and Pearlman's catalyst (16 mg, 0.02 mmol) was added. The resulting mixture was stirred under 1 atm of H2 for 30 min. After 30 min, the mixture was filtered, concentrated, and purified by Gilson HPLC (Sunfire Column 19×50 mm, flowrate 25 mL/min, 10 min, 5-65% MeCN:H2O) to afford (5S)-1-[(2R)-2-(cyclopentylmethyl)-4-(hydroxyamino)-4-oxobutanoyl]-N-(6-ethyl-1-oxido-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide (35 mg, 0.08 mmol, 68% yield) as a white solid. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.01-1.23 (m, 2H) 1.34 (s, 3H) 1.43-1.65 (m, 5H) 1.70-1.77 (m, 1H) 1.79-1.92 (m, 3H) 2.21-2.37 (m, 1H) 2.42-2.57 (m, 1H) 2.87-3.04 (m, 2H) 3.81-3.96 (m, 1H) 5.11-5.20 (m, 1H) 7.10-7.24 (m, 2H) 7.45-7.56 (m, 1H) 8.30-8.40 (m, 1H). MS: 432 ([M+H]+).

Provenance & Evidence