تفاعل #73103

معادلة التفاعل

Na2S2O4

(R)-8-cyclopentyl-7-ethyl-5-methyl-2-(pyridin-4-yl)-7,8-dihydropteridin-6(5H)-one

mCPBA

→

title compound

المردود 6.4%

(R)-4-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridine 1-oxide

المردود 6.4%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   workup.WAITat rt for another 3 hr
2. 2
   workup.STIRRINGstirred at r.t. for 30 min
3. 3
   استخلاصThe mixture was extracted with DCM
4. 4
   غسيلwashed with saturated NaHCO3
5. 5
   تركيزconcentrated
6. 6
   أخرىpurified by preparative HPLC

الإجراء التجريبي

To a solution of (R)-8-cyclopentyl-7-ethyl-5-methyl-2-(pyridin-4-yl)-7,8-dihydropteridin-6(5H)-one (Example 5, 300 mg, 0.89 mmol) in 25 mL of DCM at 0° C., mCPBA (306 mg, 1.79 mmol) was added and the mixture was stirred at 0° C. for 3 hr, then at rt for another 3 hr. Saturated Na2S2O4 was added and stirred at r.t. for 30 min. The mixture was extracted with DCM, washed with saturated NaHCO3, concentrated and purified by preparative HPLC to give the title compound as a yellow oil (20 mg, 6.4%). 1H NMR (CDCl3) δ: 8.47 (d, 2H), 8.38 (d, 2H) 8.06 (s, 1H), 4.51 (m, 1H), 4.38 (m, 1H), 3.42 (s, 3H), 2.2-1.7 (m, 10H) and 0.89 ppm (t, 3H); LCMS: 354.2 m/z (M+H)+; ret. Time: 1.79 min (Analytical Method E).

المصدر