Hydrochloride methanol → HCID 67849835, compound

Participants

Reaction Steps

In 30 ml of anhydrous tetrahydrofuran were suspended 1.50 g of 1,3-dimethyl-6-[4-(3-[2-acetylphenoxy)propyl)-piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione (Compound 17) obtained in Example 2 and 0.7 g of 3,4,5-trimethoxybenzaidehyde, and 0.19 ml of sodium hydride (60% and oily) was added to the suspension under ice cooling. Afterward, the suspension was stirred at the same temperature for 1 hour, and 1.0 ml of anhydrous ethanol was then added dropwise thereto, followed by stirring at room temperature for 3 hours. Next, 1 ml of water was added to the reaction solution, and this solution was then concentrated to dryness under reduced pressure and the resultant residue was dissolved in 50 ml of chloroform. The chloroform solution was washed with an aqueous saturated sodium chloride solution and then dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified through a silica gel column chromatograph (chloroform/methanol=50/1 to 10/1 in volume ratio), thereby obtaining 1.65 g of crystalline 1,3-dimethyl-6-[4-(3-[2-(3,4,5-trimethoxycinnamoyl)phenoxy]propyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione. Furthermore, this pyrimidinedione derivative was treated with a hydrochloric acid/methanol solution in an ordinary manner to obtain the crystals of 1,3-dimethyl-6-[4-(3-[2-(3,4,5-trimethoxycinnamoyl)phenoxy]propyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.hydrochloride (Compound 145).

Provenance & Evidence