1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69103424, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-5-phenyl-2-pyrazinecarboxylic acid (70 mg), methylamine hydrochloride (14.8 mg), 1-ethyl-3-[3′-(dimethylamino)propyl]-carbodiimide (34.1 mg), and 1-hydroxy-benzotriazole (29.7 mg) in CH2Cl2 (0.7 ml) was stirred at 25° C. for 4 hours. Water and EtOAc were poured into the mixture. The organic layer was separated, washed with water, sat. aq. NaHCO3, and brine, and dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by silica-gel column chromatography (n-hexane-EtOAc then CH2Cl2—MeOH) and then crystallized from MeOH-IPE to give 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-N-methyl-5-phenyl-2-pyrazinecarboxamide (40 mg).

Provenance & Evidence