Water → HCID 86675402, Verbindung

Temperatur

100 °C

Potassium carbonate (K2CO3; 5.01 g, 36.3 mmol) and H2O (4 mL) were added to a microwave reaction vessel. 4,6-Dibromo-2-chloropyridin-3-ol (0.359 g, 1.25 mmol) was dissolved in CH3CN (4 mL) and added to the microwave reaction vessel. 2-Chloro-2,2-difluoro-1-phenylethanone (0.953 g, 5.00 mmol) was then added, and the microwave reaction vessel was sealed. The reaction mixture was heated with vigorous stirring with a large stir bar in a Biotage microwave reactor at 100° C. for 4 h. (The reaction mixture is biphasic, and the reaction will not proceed to completion without vigorous stirring.) The reaction mixture was then partitioned between EtOAc and H2O. The organic phase was washed once more with H2O, dried and concentrated. The product was redissolved in CH2Cl2 and filtered through short plug of silica gel utilizing CH2Cl2 as the eluting solvent. The eluent was concentrated to provide the title compound as a light yellow low-melting solid (0.325 g, 0.963 mmol, 77%): 1H NMR (300 MHz, CDCl3) δ 7.73 (s, 1H), 6.63 (t, J=73.1, 1H); EIMS m/z 337.

1. additionadded to the microwave reaction vessel
2. customthe microwave reaction vessel
3. customwas sealed
4. temperatureThe reaction mixture was heated
5. customthe reaction will not
6. custom) The reaction mixture was then partitioned between EtOAc and H2O
7. washThe organic phase was washed once more with H2O
8. customdried
9. concentrationconcentrated
10. dissolutionThe product was redissolved in CH2Cl2
11. filtrationfiltered through short plug of silica gel
12. concentrationThe eluent was concentrated

ORD-Eintrag

ord-543a3dc074304f22a0fb7924904f3e96

Quelldatensatz

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08754229B2