Reaktion #70285

Reaktionsgleichung

MeOH

NaHCO3

5-bromo-2-(2,6-difluoro-4-methoxyphenyl)pyrimidine

BBr3

→

desired compound

Ausbeute 96.5%

4-(5-Bromopyrimidin-2-yl)-3,5-difluorophenol

Ausbeute 96.5%

Lösungsmittel

ethyl acetate

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added slowly until pH=4-5
2. 2
   SonstigeThe suspension obtained
3. 3
   Filtrationwas filtered
4. 4
   Sonstigethe filtrate evaporated
5. 5
   SonstigeThe solid obtained
6. 6
   Waschenwashed with water and brine
7. 7
   Sonstigedried
8. 8
   Einengenconcentrated

Vorschrift

To a solution of 5-bromo-2-(2,6-difluoro-4-methoxyphenyl)pyrimidine (0.887 g, 2.95 mmol) in DCM at 0° C., was added dropwise a solution of BBr3 (1M in DCM) (22 ml, 22 mmol) and the reaction mixture was stirred overnight at room temperature. This mixture was then poured over cold MeOH and solid NaHCO3 was added slowly until pH=4-5. The suspension obtained was filtered and the filtrate evaporated. The solid obtained was redissolved in ethyl acetate, washed with water and brine, dried and concentrated to give the desired compound as a white solid (0.817 g, 85% of yield).

Quelle