Hydrochloric Acid → HCID 178470537, compound

Participants

Reaction Steps

A mixture of 4-(3-amino-propoxy)-3-methyl-benzofuran-2-carboxylic acid ethyl ester (the compound in Example 109-a: 10 mg), 3,5-dimethyl-1-guanylpyrazole nitrate (14 mg) and triethylamine (100 μl) in DMF (1 ml) was stirred at 40° C. for two days. The solvent was removed under a reduced pressure and the residue was purified by reversed phase column chromatography using Sep-Pak Cartridge C18 (Waters) (H2O-MeOH) to give a white powder. The powder was dissolved in a solution of 1N HCl (0.3 ml) and ethanol (5 ml), and the solution was concentrated in vacuo to give 4-(3-guanidino-propoxy)-3-methyl-benzofuran-2-carboxylic acid ethyl ester hydrochloric acid salt (9 mg) as a white powder. FAB-MS: m/z 320 (MH+); 1H-NMR (CD3OD): δ 1.40 (3H, t, J=7 Hz), 2.18 (2H, quintet, J=6.5 Hz), 2.75 (3H, s), 3.46 (2H, t, J=7 Hz), 4.22 (2H, t, J=6 Hz), 4.39 (2H, q, J=7 Hz), 6.78 (1H, d, J=8 Hz), 7.10 (1H, d, J=8 Hz), 7.39 (1H, t, J=8 Hz).

Provenance & Evidence