Ethylenediamine → HCID 178456500, compound

Participants

Reaction Steps

Dissolve 2-[4-[1-(2,3,6,9-tetrahydro-1,3-dipropyl-2,6-dioxo-1H-purin-8-yl)propyl]phenoxy]acetic acid (720 mg, 1.68 mmol) in dimethylformamide (10 mL) and treat with N-hydroxysuccinimide (192 mg, 1.68 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (676 mg, 3.53 mmol). Stir for 1.5 hours and add to a solution of ethylenediamine (10 mL of a 10% solution in methanol). Stir for 1.5 hours, pour into brine (300 mL) and extract with ethyl acetate (3×200 mL) and chloroform (3×300 mL). Dry (MgSO4) and evaporate the solvent in vacuo. Purify by radial chromatography (5→10→20% methanol chloroform with 1% ammonium hydroxide) and recrystallize (10% isopropanol/pentane to give the title compound (51 mg) as a white solid; mp 139-40° C.

Provenance & Evidence