Water → HCID 18174654, compound

Participants

Reaction Steps

A solution of 1-(4-pyridyl)piperidine-4-methylamine (156 mg, 0.817 mmol), 2-nitrophenylacetic acid (159 mg, 0.875 mmol), and 1-[3-(dimethylaminopropyl]-3-ethylcarbodiimide hydrochloride (168 mg, 0.875 mmol) in DMF was stirred 16 h; and the mixture was poured into EtOAc and H2O. The aqueous layer was washed with EtOAc (2×) and the combined extracts were dried (K2CO3) and concentrated. The under an atmosphere of hydrogen gas. After 2.5 h, the mixture was filtered and the filtrate concentrated. The residue was dissolved in 5% HOAc in MeOH and loaded onto a SCX Column (Varian). The column was eluted with MeOH followed by 2 M NH3 in MeOH. The latter fractions were concentrated yielding 158.6 mg (60%) of the title compound.

Provenance & Evidence