Pyridine → HCID 67715516, compound

Participants

Reaction Conditions

Reaction Steps

In the mixture of 30 ml of pyridine and 3 ml of dimethylformamide was suspended 849 mg of 3-propyl-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine-2-carbonylchloride hydrochloride (described in Example 13). To the suspension were added 807 mg of oleyl amine and 36 mg of 3,5-dimethylaminopyridine, followed by stirring at 70° C. for 20 hours. The reaction mixture was concentrated and to the concentrate was added saturated sodium hydrogencarbonate aqueous solution. The mixture was extracted with chloroform. The extract was washed with saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate and treated with active carbon. The solvent was removed under reduced pressure. The residue was dissolved in ethanol and to the solution was added saturated hydrogenchloride diethylether solution, followed by stirring at room temperature. After removing the solvent, the residue was purified by silica gel column chromatography (silica gel: 150 g) using a mixed solvent of chloroform and methanol (20:1 by volume). The purified substance was added to saturated hydrogenchloride diethylether solution, followed by stirring at room temperature. The solvent was removed under reduced pressure. The residue was crystallized from hexane-diethylether to obtain 203 mg of the titled compound.

Provenance & Evidence