Acetic Acid → HCID 58307450, compound

Participants

Reaction Steps

To a mixture of 1-amino-2,4-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid [(S)-cyclobutyl-(3-fluoro-phenyl)-methyl]-amide (415 mg, 1.21 mmol), propionaldehyde (0.52 mL, 7.3 mmol) and acetic acid (0.5 mL, 9 mmol) in methanol (10 mL) was added sodium cyanoborohydride (0.27 g, 4.2 mmol) and the mixture was stirred under argon atmosphere for 3 days at room temperature. The crude reaction mixture was concentrated in vacuo, diluted with H2O (30 mL) and extracted with dichloromethane (3×30 mL). The combined organic phases were washed with brine, dried over MgSO4 and evaporated. The crude mixture was purified by flash chromatography, yield 34%. LC-MS (m/z) 386.5 (MH+); tR=1.63 (method C).

Provenance & Evidence