5-Chloro-2-(trifluoromethyl)pyrimidine → 5-(2-Methoxypyridin-4-yl)-2-(trifluoromethyl)pyrimidine

HRID 1020622

Reaktionsgleichung

Reaktionsgleichung von HRID 1020622
[CH3:1][O:2][C:3]1[CH:8]=[C:7](B2OC(C)(C)C(C)(C)O2)[CH:6]=[CH:5][N:4]=1.Cl[C:19]1[CH:20]=[N:21][C:22]([C:25]([F:28])([F:27])[F:26])=[N:23][CH:24]=1>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:19]2[CH:20]=[N:21][C:22]([C:25]([F:28])([F:27])[F:26])=[N:23][CH:24]=2)[CH:6]=[CH:5][N:4]=1

Komponenten

3

Edukt 2

HCID 336979605-Chloro-2-(trifluoromethyl)pyrimidineHCID 447548622-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Produkt 1

HCID 579504045-(2-Methoxypyridin-4-yl)-2-(trifluoromethyl)pyrimidineAusbeute 46,1 %

Versuchsvorschrift

2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (2.0 g, 8.5 mmol) and 5-chloro-2-(trifluoromethyl)pyrimidine (2.3 g, 13 mmol) were reacted according to the procedure of Example 31 (step a) to provide the title compound (1.0 g, 46%) as a white solid: 1H NMR (300 MHz, CDCl3) δ 9.10 (s, 2H), 8.35 (d, J=5.5 Hz, 1H), 7.11 (dd, J=5.5, 1.6 Hz, 1H), 6.98 (d, J=1.6 Hz, 1H), 4.02 (s, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-907fa3d4e56b4501940583e64a43b5b7
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08716308B2

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