1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 89852361, compound

Participants

Reaction Conditions

Reaction Steps

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC) (280 mg, 1.461 mmol mmol), 1-hydroxybenzotriazole hydrate (220 mg, 1.437 mmol) and triethylamine (Et3N) (2204) were successively added to a suspension of 2-(3-(morpholinomethyl)-1H-pyrazol-1-yl)nicotinic acid (350 mg, 1.214 mmol) and 3-amino-2-hydroxy-4-phenylbutanamide (260 mg, 1.339 mmol) in CH2Cl2 (40 mL) at 5° C., and the mixture was stirred at 5° C. for about 5 minutes. A pH of 8 was adjusted by adding 50 μL of Et3N, the mixture stirred for 1 hour at 5° C. and then overnight at room temperature. Dichloromethane (50 mL) was added, washed subsequently with water and brine, dried (MgSO4) and concentrated in vacuo to give 430 mg of a yellow oil, which was purified by chromatography over silica gel (eluent CH2Cl2/methanol) to give 260 mg of an amorphous white solid; ESI-MS [M+H]+: 465.2

Provenance & Evidence