Diisopropylethylamine → HCID 58748209, compound

Participants

Reaction Steps

9.3 To a stirred suspension of 300 mg {3-[(5-chloro-thiophene-2-carbonyl)-amino]-piperidin-1-yl}-acetic acid (containing 2 mol equivalents of sodium chloride) at r.t. in 5 ml acetonitrile and 0.5 ml DMF under an argon atmosphere were added 0.5 ml N-ethyldiisopropylamine, 175 mg 1-(4-amino-3-fluoro-phenyl)-1H-pyridin-2-one (CAS 536747-52-1, prepared according to WO 2003045912) and 365 mg BOP-Cl. The compact slurry was then stirred at r.t. for 18 h. The mixture was concentrated. The residue was taken up with CH2Cl2, washed with 1 N NaOH, H2O and brine, dried (MgSO4), filtered and concentrated. The crude product was purified by chromatography (silica gel; gradient: cyclohexane to EtOAc) to give 98 mg 5-chloro-thiophene-2-carboxylic acid (1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-piperidin-3-yl)-amide. White solid. MS 489.5 ([M+H]+)

Provenance & Evidence