HCID 178523397, compound → HCID 178523981, compound

Participants

Reaction Steps

In a 50 mL round-bottomed flask was added (5S)-1-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-N-(1-oxido-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide (67 mg, 0.136 mmol) in methanol (3 ml), followed by Pearlman's catalyst (7 mg). The mixture was stirred under a balloon of H2 for 35 min, then catalyst was filtered off. Removal of the solvent provided (5S)-1-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(1-oxido-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide as a colorless oil. (27 mg, 48%). LCMS: (M+H)+: 404.3. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.04-1.26 (m, 2H) 1.40-1.70 (m, 5H) 1.70-2.00 (m, 4H) 3.35-3.45 (m, 1H) 3.50-3.75 (m, 2H) 3.76-4.04 (m, 2H) 5.10-5.37 (m, 1H) 7.09-7.34 (m, 2H) 7.49-7.67 (m, 1H) 7.91 (s, 1H) 8.35 (d, J=6.57 Hz, 1H) 8.46 (dd, J=8.46, 1.64 Hz, 1H)

Provenance & Evidence