Reaktion #2135232

Reaktionsgleichung

Trifluoroacetic acid

tert-butyl 4-{[5-chloro-6-(tetrahydro-2H-pyran-4-yloxy)pyridin-3-yl]oxy}-2,5-difluorobenzoate

→

title compound

Ausbeute 97.2%

4-{[5-Chloro-6-(tetrahydro-2H-pyran-4-yloxy)pyridin-3-yl]oxy}-2,5-difluorobenzoic acid

Ausbeute 97.2%

Lösungsmittel

water

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with DCM (3×50 mL)
2. 2
   TrocknenThe combined organics were dried over magnesium sulfate
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated in vacuo
5. 5
   Sonstigeto yield a yellow oil, which
6. 6
   Sonstigewas purified by silica gel chromatography
7. 7
   Wascheneluting with EtOAc
8. 8
   Sonstigeto afford an off white solid
9. 9
   SonstigeThe solid was triturated with 4:1, heptane

Vorschrift

Trifluoroacetic acid (5 mL) was added to a solution of tert-butyl 4-{[5-chloro-6-(tetrahydro-2H-pyran-4-yloxy)pyridin-3-yl]oxy}-2,5-difluorobenzoate (Preparation 23, 0.28 g, 0.64 mmol) in DCM (10 mL) and stirred at room temperature for 16 hours. The reaction mixture was diluted with water (50 mL), and extracted with DCM (3×50 mL). The combined organics were dried over magnesium sulfate, filtered, and concentrated in vacuo to yield a yellow oil, which was purified by silica gel chromatography eluting with EtOAc to afford an off white solid. The solid was triturated with 4:1, heptane: EtOAc to afford the title compound as a white solid (0.24 g):

Quelle