Diisopropylethylamine → Methyl 6-[4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-piperidinyl]-3-pyridinecarboxylate

Participants

Reaction Steps

Methyl 6-chloropyridine-3-carboxylate (1.00 g, 5.83 mmol) and 4-(N-Boc-amino)piperidine (2.33 g, 11.7 mmol) were dissolved in DMF (10 mL) and the reaction mixture was heated using a microwave reactor at 100° C. for 50 min. DIPEA (1.22 mL, 6.99 mmol) was added and the reaction mixture was heated using a microwave reactor at 100° C. for 30 min. The reaction mixture was diluted with DCM (50 mL), washed with sat aq NaHCO3 (2×50 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (1.66 g, 84.9%) as an off-white solid. LCMS (ES+): 336.1 [MH]+. HPLC: Rt 4.73 min, 98.2% purity.

Provenance & Evidence