HCID 178523396, compound → HCID 178523982, compound

Participants

Reaction Steps

To a solution of phenylmethyl (3S)-2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-3-{[(1-oxido-2-pyridinyl)amino]carbonyl}-1-pyrazolidine carboxylate (105 mg, 0.167 mmol) in methanol (10 ml) was added 10% palladium on carbon (17.75 mg, 0.017 mmol). The mixture was hydrogenated under balloon pressure for 72 h and then filtered. The mixture was purified by reverse-phase HPLC to yield (3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(1-oxido-2-pyridinyl)-3-pyrazolidinecarboxamide (35 mg, 0.086 mmol, 52% yield). LC/MS: (M+H)+: 06.4. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.07-1.28 (m, 3H) 1.39-1.69 (m, 5H) 1.69-1.84 (m, 2H) 1.84-2.02 (m, 2H) 2.29-2.46 (m, 1H) 2.46-2.64 (m, 1H) 2.84-3.00 (m, 1H) 3.19-3.31 (m, 1H) 3.46-3.61 (m, 1H) 3.76-3.90 (m, 1H) 3.93-4.14 (m, 1H) 4.76-4.87 (m, 1H) 7.10-7.34 (m, 1H) 7.58 (t, J=8.08 Hz, 1H) 7.90 (s, 1H) 8.34 (d, J=6.32 Hz, 1H) 8.49 (dd, J=8.59, 1.52 Hz, 1H).

Provenance & Evidence