Potassium Carbonate → (3,5-Bis(trifluoromethyl)phenyl}-7-chlorofuro[2,3-c]pyridine

Temperatur

50 °C

In a three-neck flask was placed a mixture of 7-chloro-2-iodofuro[2,3-c]pyridine (1.00 g, 3.58 mmol), 3,5-bis(trifluoromethyl)phenyl boronic acid (0.92 g, 3.6 mmol), 1,4-dioxane/water (50 mL/10 mL) and K2CO3 (0.74 g, 5.38 mmol). After the suspension was degassed with nitrogen for 15 min, (PPh3)2PdCl2 (0.12 g, 0.17 mmol) was added and the mixture was degassed with nitrogen for 5 min. The resultant mixture was stirred at 50° C. for 48 h under nitrogen. The mixture was then cooled to RT and the solvent was evaporated to give a black residue, which was purified by flash chromatography (2% MeOH:DCM) to afford 965 mg (74%) of the title compound as a white crystalline. 1H NMR (300 MHz, CDCl3): δ 7.06 (s, 1H), 7.50 (m, 4H), 7.94 (dd, J=1.5 Hz, 2.4 Hz, 1H), 8.19 (d, J=5.1 Hz, 1H).

1. customIn a three-neck flask was placed
2. customAfter the suspension was degassed with nitrogen for 15 min
3. customthe mixture was degassed with nitrogen for 5 min
4. temperatureThe mixture was then cooled to RT
5. customthe solvent was evaporated
6. customto give a black residue, which
7. customwas purified by flash chromatography (2% MeOH:DCM)

ORD-Eintrag

ord-c49d961a8ee54eefae68310c94485e9a

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08378104B2