2,4-Di-(tert-butoxy)-5-bromopyrimidine

5-Bromo-2,4-bis(1,1-dimethylethoxy)pyrimidine is an intermediate in the synthesis of β-Pseudouridine (O839607), an isomer of the nucleoside uridine found in all species and in many classes of RNA except mRNA.

5-Bromo-2,4-dichloropyrimidine (10.0 mmol, 2.28 g) is dissolved in dry THF (50 mL). Then a solution of sodium tert-butoxide (25.0 mmol, 2.40 g) in THF (100 mL) is added dropwise at rt and the reaction mixture stirred for 5 h. The reaction is quenched with water (50 mL) and extracted with EtOAc (3 x 50 mL). Purification by flash chromatography yielded the desired product 5 as colorless solid (2.79 g, 92%). 5-Bromo-2,4-di-tert-butoxypyrimidine 5 ,Yield 2.79 g, 92%.