1-Methyl-1H-pyrrole-2-carbaldehyde → HCID 86629536, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N-{3-[4-((R)-2-Amino-1-phenyl-ethylamino)-piperidin-1-yl]-butyl}-6-chloro-2,4-dimethyl-nicotinamide (60 mg, 0.13 mmol) and 1-Methyl-1H-pyrrole-2-carbaldehyde (15 mg, 0.13 mmol) in CH3OH (2 ml) was stirred at rt for 2 h. The mixture was then cooled to 0° C. NaBH4 (8 mg, 0.2 mmol) was added. The mixture was stirred at this temperature for 20 min. NH4Cl (aq. Sat. 1 ml) was then added and the mixture was extracted with CH2Cl2 (3×10 ml). The organic layer was dried and concentrated. Purification of the residue by chromatography on silica gel (CH2Cl2/MeOH, 9:1) afforded 6-chloro-2,4-dimethyl-N-[3-(4-{(R)-2-[(1-methyl-1H-pyrrol-2-ylmethyl)-amino]-1-phenyl-ethylamino}-piperidin-1-yl)-butyl]-nicotinamide (57 mg, 79%).

Provenance & Evidence