1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 59331303, compound

Participants

Reaction Steps

To a solution of 2-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-5-(1,3-thiazol-2-yl)-1H-pyrrole-3-carboxylic acid (0.090 g) in N,N-dimethylformamide (9 mL) were added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (71 mg) and 1-hydroxybenzotriazole ammonium salt (0.056 g), and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated under reduced pressure, and the residue was suspended in ethyl acetate. The suspension was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate:hexane=70:30-100:0, volume ratio), and recrystallized from hexane-ethyl acetate to give the title compound (0.058 g, yield 65%) as colorless crystals. MS: 486 (MH+). melting point 241-243° C.

Provenance & Evidence