4-Piperidinecarboxamide → HCID 45275246, compound

Participants

Reaction Steps

To a solution of 4,5-dichloropyrimidne hydrochloride 20 (0.20 g, 1.1 mmol) in DMF (4 mL) was added triethylamine (1.5 mL, 10 mmol). After stirring for 30 min, a solution of isonipecotamide (0.42 mg, 3.3 mmol) in DMF (4 mL) was added and the mixture was stirred at r.t. for a further 16 h. The mixture was poured into a saturated solution of sodium hydrogen carbonate (50 mL) and extracted with EtOAc (2×25 mL). The combined organic extracts were washed with water (25 mL), brine (25 mL), dried (MgSO4) and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel (CH2Cl2, MeOH, gradient 98:2-96:4) to furnish the title compound as a white solid (51 mg, 20%), m.p. 201-202° C.; umax (CHCl3)/cm−1 3023, 3014, 1724, 1682, 1448, 1360, 1219, 1037; m/z (ESI) C10H14CN4O requires 241.0851, found [M+H]+ 241.0851.

Provenance & Evidence