تفاعل #66617

معادلة التفاعل

5-(2-isopropyl-4,5-dimethoxy-phenoxy)-N2-(tetrahydro-thiopyran-4-yl)-pyrimidine-2,4-diamine

OXONE

HCl ether

→

N2-(1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl)-5-(2-isopropyl-4,5-dimethoxy-phenoxy)-pyrimidine-2,4-diamine HCl salt

المذيبات

water

methanol

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with EtOAc (3×50 mL)
2. 2
   غسيلThe organic solution was washed with Brine
3. 3
   تجفيفdried over MgSO4
4. 4
   ترشيحThe solution was filtered
5. 5
   تركيزconcentrated
6. 6
   أخرىThe residue was purified on one preparative TLC plate (20×40 cm)
7. 7
   غسيلeluting with EtOAc
8. 8
   أخرىProduct recovered

الإجراء التجريبي

To a mixture of 5-(2-isopropyl-4,5-dimethoxy-phenoxy)-N2-(tetrahydro-thiopyran-4-yl)-pyrimidine-2,4-diamine (0.19 g, 0.46 mmol) in 25 mL of methanol and 25 mL of water was added the OXONE (1.73 g, 1.4 mmol). This mixture was stirred at room temperature overnight. The reaction mixture was diluted with water (50 mL) and extracted with EtOAc (3×50 mL). The organic solution was washed with Brine, dried over MgSO4. The solution was filtered and concentrated. The residue was purified on one preparative TLC plate (20×40 cm) eluting with EtOAc. Product recovered was stirred with 1.5 eq of 1M HCl/ether to afford 25 mg of N2-(1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl)-5-(2-isopropyl-4,5-dimethoxy-phenoxy)-pyrimidine-2,4-diamine HCl salt): MS (M+H); 441: MP; 255.1-257.8° C.

المصدر