P-Anisidine → HCID 131722158, Verbindung
Reaktionsgleichung
BrC1C=CC=CC=1[N:8]1[CH2:17][C:16]2[C:11](=[N:12][C:13](S(C)(=O)=O)=[N:14][CH:15]=2)[N:10](C2C=CC=C(CCN3C(=O)C4=CC=CC=C4C3=O)C=2)[C:9]1=[O:41].[CH3:42][O:43][C:44]1[CH:50]=[CH:49][C:47]([NH2:48])=[CH:46][CH:45]=1>Cl>[CH3:42][O:43][C:44]1[CH:50]=[CH:49][C:47]([NH:48][N:10]2[C:11]3=[N:12][CH:13]=[N:14][CH:15]=[C:16]3[CH2:17][NH:8][C:9]2=[O:41])=[CH:46][CH:45]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 120 °C
Versuchsvorschrift
A solution of 130 mg (0.31 mmol) of 3-(2-bromophenyl)-7-methanesulfonyl-3,4-dihydro-1-[3-(2-phthalimidoethyl)phenyl]pyrimido[4,5-d]pyrimidin-2(1H)-one from Example 50 was treated with 1 g (8 mmol) of 4-methoxyaniline. The mixture was heated to 120° C. for 2 hours. The mixture was cooled and treated with 30 ml of 2M aqueous hydrochloric acid. The suspended solid was filtered, washed with water and dried. The solid was dissolved in 20 ml of ethanol and treated with 0.2 ml of hydrazine hydrate. After 18 hours the mixture was evaporated and the product purified by column chromatography on silica gel using dichloromethane/methanol/acetic acid/water (240:24:3:2) for the elution. Product-containing fractions were combined, evaporated and the residue evaporated with toluene. The residue was then dissolved in 50 ml of dichloromethane, washed with 50 ml of saturated aqueous sodium bicarbonate solution, dried over magnesium sulfate, filtered and evaporated to give 35 mg (31%) of 1-[3-(2-aminoethyl)phenyl]-3-(2-bromophenyl)-7-(4-methoxyanilino-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one as a white solid of melting point 132-133° C.