تفاعل #1328445

معادلة التفاعل

isoamyl nitrite

methyl 2-[3-{2-amino-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-pyridyloxy]propionate

hydrochloric acid

→

methyl 2-[3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-pyridyloxy]-propionate

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGfurther stirred at room temperature for 1 hour
2. 2
   استخلاصthe mixture was extracted with ethyl acetate
3. 3
   غسيلThe organic layer was washed with saturated aqueous sodium chloride solution
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   تركيزconcentrated

الإجراء التجريبي

First, 18 mg of isoamyl nitrite was added dropwise to a mixture of 0.16 g of methyl 2-[3-{2-amino-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-pyridyloxy]propionate, 63 mg of copper(I) chloride, 129 mg of copper(II) chloride, and 1.5 ml of acetonitrile at 0° C., and the mixture was stirred for 1 hour and further stirred at room temperature for 1 hour. The reaction mixture was poured into a mixture of 1N hydrochloric acid and ice, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.12 g of methyl 2-[3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-pyridyloxy]-propionate (compound b-6) as a mixture of diastereoisomers.

المصدر