Reaktionsgleichung
N1C=[CH:5][CH:4]=[N:3][CH:2]=1.[NH2:7][C:8]1[C:9]([NH:29][CH2:30][CH3:31])=[N:10][C:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18](OCCN(CC)CC)=[CH:17][CH:16]=2)=[N:12][CH:13]=1.COC1C=[C:36]([C:42](=O)[C:43](OCC)=O)[CH:37]=[C:38](OC)C=1.[C:49](O)(=[O:51])C.CC[OH:55]>>[CH:36]1([N:29]2[C:9]3[N:10]=[C:11]([NH:14][C:15]4[CH:16]=[CH:17][C:18]([N:3]5[CH2:2][CH2:49][O:51][CH2:5][CH2:4]5)=[CH:19][CH:20]=4)[N:12]=[CH:13][C:8]=3[N:7]=[CH:31][C:30]2=[O:55])[CH2:37][CH2:38][CH2:43][CH2:42]1Komponenten
5
Versuchsvorschrift
A mixture of 0.96 g (2.8 mmol) of 5-amino-2-[[4-[2-(diethylamino)-ethoxy]phenyl]amino]-4-(ethylamino)pyrimidine pyrimidine, 0.83 g (35 mmol) of ethyl 2-(3,5-dimethoxyphenyl)-2-oxoacetate (from Example 4(2)), and 1 mL of acetic acid in 25 mL EtOH is heated under reflux for 14 hours, and the solvent is removed under vacuum. The residue is then dissolved in water and washed with EtOAc. The aqueous layer is made basic with aqueous ammonia, and the crude product is extracted into fresh EtOAc. Chromatography on alumina, eluting with hexane/EtOAc (1:1), then gives 0.81 g (56%) of the title compound (Compound 14): mp (MeOH) 154–155° C.
Aufarbeitung
- temperatureis heated
- temperatureunder reflux for 14 hours
- customthe solvent is removed under vacuum
- dissolutionThe residue is then dissolved in water
- washwashed with EtOAc
- extractionthe crude product is extracted into fresh EtOAc
- washChromatography on alumina, eluting with hexane/EtOAc (1:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-4be740f3229043b18e7d5db8aea88064
- Quelldatensatz
- uspto-grants-2007_01
- Patentnummer
- US07169778B2
Verknüpfte Notizen
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