تفاعل #2395
ord-d5b502a9c1d04da5bcd8e0a9c3285742
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1استخلاصextracted with ethyl acetate
- 2غسيلThe organic layer is washed with water and saturated brine
- 3تجفيفdried over anhydrous sodium sulfate
- 4أخرىevaporated
- 5أخرىto remove the solvent
- 6أخرىThe oily residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=100:1)
- 7أخرىevaporated
- 8أخرىto remove the solvent
- 9أخرىThe resulting crude crystals are recrystallized from methylene chloride/isopropyl ether
الإجراء التجريبي
To a suspension of sodium hydride (65 mg) in dimethylacetamide (0.5 ml) and tetrahydrofuran (0.5 ml) is added dropwise a solution of 4-(2-hydroxy-1,1-dimethylethyl)-N-{6-[2-hydroxyethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide (135 mg) in dimethylacetamide (2 ml) and THF (2 ml) solution over period of 5 minutes at room temperature, and thereto is added 5-bromo-2-chloropyrimidine (399 mg). The mixture is stirred at room temperature for 6 days. The reaction mixture is acidified with cold diluted hydrochloric acid, and extracted with ethyl acetate. The organic layer is washed with water and saturated brine, dried over anhydrous sodium sulfate, and evaporated to remove the solvent. The oily residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=100:1), and evaporated to remove the solvent. The resulting crude crystals are recrystallized from methylene chloride/isopropyl ether to give 4-[2-(5-bromopyrimidin-2-yloxy)-1,1-dimethylethyl]-N-{6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide (77 mg) as colorless crystals.