Cyclohexanecarboxaldehyde → HCID 45275134, compound

Participants

Reaction Steps

To a solution of N-(2-aminoethyl)-1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide E13 (20 mg, 0.060 mmol) in MeOH (2 mL) was added cyclohexanecarbaldehyde (23 μL, 0.19 mmol). After stirring for 30 min, sodium cyanoborohydride (12 mg, 0.19 mmol) was added and the mixture was stirred for a further 16 h. The solvent was removed under reduced pressure, the residue was dissolved in EtOAc (20 mL), washed with a saturated solution of sodium hydrogencarbonate (25 mL), brine (25 mL), dried (MgSO4) and the solvent was removed under reduced pressure. The crude product was purified by preparative tlc on silica gel (CH2Cl2, MeOH, 9:1) to furnish the title compound as a white solid (28 mg, 87%), m.p. 236-238° C.; umax (CHCl3)/cm−1 2926, 2852, 1656, 1510, 1384, 1099; m/z (ESI) C27H42Cl2N4O requires 509.2808, found [M+H]+ 509.2808.

Provenance & Evidence