The reaction of phenylpiperazine (I) with epichlorhydrin (II) leads to 1-chloro-3-(1-phenyl-4-piperazinyl)-2-propanol. This intermediate is dehydrohalogenated to 1-(1-phenyl-4-piperazinyl)-2,3-epoxypropane (III) using sodium hydroxide. The epoxide is converted without further purification into the corresponding 4,5-dihydro-5-[(4-phenyl-1-piperazinyl)methyl]-2-oxazolamine (COR3224) by condensation with monosodium cyanamide salt in methanol, which permits the solubilization of all compounds. The amidine group of the oxazoline ring induces a tautomeric amino-imino equilibrium. For COR3224 it has been shown by X-ray crystallography that the amino form is preponderant in the free base, whereas the imino form predominates in salts.

The reaction of phenylpiperazine (I) with epichlorhydrin (II) leads to 1-chloro-3-(1-phenyl-4-piperazinyl)-2-propanol. This intermediate is dehydrohalogenated to 1-(1-phenyl-4-piperazinyl)-2,3-epoxypropane (III) using sodium hydroxide. The epoxide is converted without further purification into the corresponding 4,5-dihydro-5-[(4-phenyl-1-piperazinyl)methyl]-2-oxazolamine (COR3224) by condensation with monosodium cyanamide salt in methanol, which permits the solubilization of all compounds. The amidine group of the oxazoline ring induces a tautomeric amino-imino equilibrium. For COR3224 it has been shown by X-ray crystallography that the amino form is preponderant in the free base, whereas the imino form predominates in salts.

The reaction of phenylpiperazine (I) with epichlorhydrin (II) leads to 1-chloro-3-(1-phenyl-4-piperazinyl)-2-propanol. This intermediate is dehydrohalogenated to 1-(1-phenyl-4-piperazinyl)-2,3-epoxypropane (III) using sodium hydroxide. The epoxide is converted without further purification into the corresponding 4,5-dihydro-5-[(4-phenyl-1-piperazinyl)methyl]-2-oxazolamine (COR3224) by condensation with monosodium cyanamide salt in methanol, which permits the solubilization of all compounds. The amidine group of the oxazoline ring induces a tautomeric amino-imino equilibrium. For COR3224 it has been shown by X-ray crystallography that the amino form is preponderant in the free base, whereas the imino form predominates in salts.

The reaction of phenylpiperazine (I) with epichlorhydrin (II) leads to 1-chloro-3-(1-phenyl-4-piperazinyl)-2-propanol. This intermediate is dehydrohalogenated to 1-(1-phenyl-4-piperazinyl)-2,3-epoxypropane (III) using sodium hydroxide. The epoxide is converted without further purification into the corresponding 4,5-dihydro-5-[(4-phenyl-1-piperazinyl)methyl]-2-oxazolamine (COR3224) by condensation with monosodium cyanamide salt in methanol, which permits the solubilization of all compounds. The amidine group of the oxazoline ring induces a tautomeric amino-imino equilibrium. For COR3224 it has been shown by X-ray crystallography that the amino form is preponderant in the free base, whereas the imino form predominates in salts.