Trifluoroacetic acid → 1-{2-[6-(1,2-Oxazinan-2-yl)pyrimidin-4-yl]-3-oxo-2,3-dihydro-1H-pyrazol-4-yl}-1H-imidazole-4-carbonitrile
Reaktionsgleichung
Cl[C:2]1[CH:7]=[C:6]([NH:8][NH2:9])[N:5]=[CH:4][N:3]=1.Cl.[O:11]1[CH2:16][CH2:15][CH2:14][CH2:13][NH:12]1.C(N(C(C)C)C(C)C)C.FC(F)(F)C(O)=O.CN([CH:36]=[C:37]([N:43]1[CH:47]=[C:46]([C:48]#[N:49])[N:45]=[CH:44]1)[C:38](OCC)=[O:39])C>O>[O:11]1[CH2:16][CH2:15][CH2:14][CH2:13][N:12]1[C:2]1[N:3]=[CH:4][N:5]=[C:6]([N:8]2[C:38](=[O:39])[C:37]([N:43]3[CH:47]=[C:46]([C:48]#[N:49])[N:45]=[CH:44]3)=[CH:36][NH:9]2)[CH:7]=1Komponenten
7
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
A mixture of 200 mg (1.4 mmol) of the compound from Example 11A, 205 mg (1.7 mmol) of 1,2-oxazinane hydrochloride [Bhat et al., J. Chem. Soc. Perkin Trans. 2 2000, 7, 1435-1446] and 289 μl (215 mg, 1.7 mmol) of N-ethyl-N-(propan-2-yl)propane-2-amine in 3 ml of water is stirred at 100° C. for 1.5 h. Following the addition of 59 μl (49 mg, 0.4 mmol) of trifluoroacetic acid and 324 mg (1.4 mmol) of the compound from Example 6A, the reaction mixture is stirred at 100° C. for 16 h. The precipitated solid is filtered off and washed first with water and then with diethyl ether. The product is dried under reduced pressure. Yield: 199 mg (39% of theory)
Aufarbeitung
- stirringthe reaction mixture is stirred at 100° C. for 16 h
- filtrationThe precipitated solid is filtered off
- washwashed first with water
- customThe product is dried under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-112241b0164845fc9173fa7ec21a6513
- Quelldatensatz
- uspto-grants-2013_11
- Patentnummer
- US08580778B2
Notizen zur Reaktion
Wird geladen…