Pyridine → HCID 178511918, compound

Participants

Reaction Steps

20 Milliliters of 20% hydrous pyridine was added to 1.05 g of 4-[(4-morpholinobutyl)aminoiminomethylamino]benzoic acid.dihydrochloride, 735.7 mg of 6-amidino-1-carbamoylmethyl-2-naphthol.hydrochloride, 660 mg of DCC and 32.6 mg of DMAP, followed by stirring for 2 hours under cooling with ice and then 48 hours at room temperature. The precipitate was filtered and the filtrate was concentrated under reduced pressure. To the residue was added 5 ml of DMF, and the solution was added dropwise to 400 ml of acetone, followed by stirring for 1 hour under cooling with ice. Then, the precipitate was collected by filtration to obtain a crude product. Then, the product was subjected to silica gel column chromatography using methyl ethyl ketone-water-formic acid (80:15:5) as an eluent, and the desired fractions were collected and the solvent was distilled off under reduced pressure. To the residue were added 10 ml of methanol and 1.2 ml of concentrated hydrochloric acid, and the solution was added dropwise to 400 ml of acetone, followed by stirring for 24 hours under cooling with ice. Then, the precipitate was collected by filtration to obtain 885.3 mg of the desired product.

Provenance & Evidence