4-Methylmorpholine → HCID 178468793, compound

Participants

Reaction Steps

A mixture comprising 4-(2-ethoxycarbonylphenoxy)butyric acid (155 mg, 0.61 mmol), PyBOP (360 mg, 0.69 mmol), hydroxybenztriazole hydrate (87 mg, 0.64 mmol), N-methylmorpholine (0.16 mL, 0.92 mmol) and dimethylformamide (2.5 mL) was stirred at room temperature for 10 minutes and then N-{2-[1-(4,5,6,7-tetrahydroimidazo[4,5-c]pyridin-2-yl)ethyl]-3H-benzimidazol-5-yl }guanidine (203 mg, 0.63 mmol) was added. The mixture was stirred for 3 hours at room temperature and concentrated in vacuo. The residue was dissolved in 5% aqueous acetonitrile and the product purified by preparative reverse phase HPLC. The combined pure fractions were then lyophillized to provide ethyl 2-(4-{2-[1-(5-guanidino-1H-benzoimidazol-2-yl)ethyl]-1,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl}-4-oxobutyl)benzoate; LRMS (BioIon): calculated for C29H34N8O4: 558.6; Found: 559.3.

Provenance & Evidence