Diethyl Ether → HCID 178469237, compound

Participants

Reaction Steps

The compound (II) (0.7 g) and 4-guanidinobenzoic acid (0.36 g) were dissolved in dry pyridine (20 ml) and the above-mentioned condensation agent was then added, followed by allowing to stand at room temperature for 24 hours. After the reaction, the solvent was distilled off and the residue was washed several times with a saturated aqueous sodium bicarbonate solution. Thus, N-(4-guanidinobenzoyl)-3-phenoxy-DL-phenylalanine 4-ethoxycarbonylpiperidinoamide carbonate (III) (0.65 g) was obtained in the form of yellowish brown solid. The compound (III) (0.65 g) was dissolved in methanol (5 ml) and methanesulfonic acid (0.11 g) was added to the resultant solution. The mixture was allowed to stand for 30 minutes and diethyl ether was added thereto. The precipitated solid was washed several times with diethyl ether to obtain N-(4-guanidinobenzoyl)-3-phenoxy-DL-phenylalanine 4-ethoxycarbonylpiperidinoamide methane sulfonate (IV) (0.67 g) (i.e., Compound No. 34) in the form of a pale brown solid.

Provenance & Evidence