Potassium Carbonate → HCID 69216254, Verbindung
Reaktionsgleichung
[CH2:1]([N:4]1[C:8]2[N:9]=[CH:10][N:11]=[C:12](Cl)[C:7]=2[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:5]1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:2]=[CH2:3].[S:26]1[CH2:30][CH2:29][CH2:28][CH:27]1[CH2:31][NH2:32].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.CCOC(C)=O>[CH2:1]([N:4]1[C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:32][CH2:31][CH:27]3[CH2:28][CH2:29][CH2:30][S:26]3)[C:7]=2[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:5]1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:2]=[CH2:3]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 120 °C
Versuchsvorschrift
To a solution of 7-allyl-4-chloro-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine (Example 3, Step B; 200 mg, 0.58 mmol) and 140 mg of (tetrahydrothiophen-2-yl)methylamine (1.20 mmol) in N,N-dimethylformamide (3 mL) was added potassium carbonate (200 mg, 1.45 mmol). The mixture was stirred for 5 minutes at 120° C. under microwave irradiation (using powerMAX™). The reaction mixture was then cooled and diluted with EtOAc (25 mL). The mixture was extracted twice with water (10 mL) and then brine. The organic layer was dried over MgSO4, filtered and the filtrate was concentrated. The residue was purified by preparative HPLC (C8 column, water, acetonitrile, 0.1% TFA) to give the title compound.
Aufarbeitung
- temperatureThe reaction mixture was then cooled
- extractionThe mixture was extracted twice with water (10 mL)
- dry with materialThe organic layer was dried over MgSO4
- filtrationfiltered
- concentrationthe filtrate was concentrated
- customThe residue was purified by preparative HPLC (C8 column, water, acetonitrile, 0.1% TFA)
Quellen und Nachweise
- ORD-Eintrag
- ord-14162b92b5d14577acf92fd1eee2df90
- Quelldatensatz
- uspto-grants-2008_04
- Patentnummer
- US07358250B2
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