m-Chloroperbenzoic acid → 8-(2-cyclopropylbenzyl)-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one
Reaktionsgleichung
[CH:1]1([C:4]2[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=2[CH2:6][N:7]2[C:12]3[N:13]=[C:14]([S:17][CH3:18])[N:15]=[CH:16][C:11]=3[CH:10]=[CH:9][C:8]2=[O:19])[CH2:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:32])C=1>ClCCl>[CH:1]1([C:4]2[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=2[CH2:6][N:7]2[C:12]3[N:13]=[C:14]([S:17]([CH3:18])=[O:32])[N:15]=[CH:16][C:11]=3[CH:10]=[CH:9][C:8]2=[O:19])[CH2:3][CH2:2]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 8-(2-cyclopropylbenzyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (88 mg, 0.27 mmol) in dichloromethane (1 mL) was added 3-chloroperbenzoic acid (70%, 67 mg, 0.27 mmol) at 0-5° C. and the mixture was stirred at room temperature for 18 h. After completion, it was diluted with dichloromethane (10 mL) and washed with saturated sodium bicarbonate solution (1×5 mL) then with water (1×5 mL). The organic layer was dried over sodium sulfate, filtered and evaporated to give 8-(2-cyclopropylbenzyl)-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one as a pale yellow solid (80 mg, 0.23 mmol, 85%). ESMS m/z 340 (M+H)+.