Ethyl [(4-aminophenyl)(methyl)oxido-sulfanylidene]carbamate → (RS)-S-(4-{[4-{[2-(acetylamino)ethyl]amino}-5-(2-thienyl)pyrimidine-2-yl]amino}phenyl)-N-(ethoxycarbonyl)-S-methylsulfoximide
Reaktionsgleichung
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])[C:5]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:4][N:3]=1.[NH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH3:35])(=[N:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:28])=[CH:23][CH:22]=1>>[C:12]([NH:11][CH2:10][CH2:9][NH:8][C:6]1[C:5]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:4][N:3]=[C:2]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:35])(=[N:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:28])=[CH:23][CH:22]=2)[N:7]=1)(=[O:14])[CH3:13]Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
In the reaction of N-[2-(2-chloro-5-(2-thienyl)-pyrimidine-4-ylamino)ethyl]-acetamide (150 mg, 0.51 mmol) with (RS)—S-(4-aminophenyl)-N-(ethoxy-carbonyl)-S-methylsulfoximide (111 mg, 0.46 mmol) according to procedure 5a, the desired product is obtained in 11% yield (28 mg) after chromatographic purification (silica gel, dichloromethane/methanol (0%-10% methanol)).