Water → 2-Methyl-2-(4-(pyrimidin-5-yl)phenyl)propanoic acid

Temperatur

80 °C

2-(4-Bromophenyl)-2-methylpropanoic acid (5.71 g, 23.5 mmol) was dissolved in DME (140 mL) and water (35 mL) and pyrimidin-5-ylboronic acid (2.92 g, 23.5 mmol) and potassium carbonate (11.4 g, 82.2 mmol) were added to the solution. The mixture was degassed using an argon stream, and Pd(PPh3)4 (1.35 g, 1.17 mmol) was added. The mixture was heated (80° C.) under argon overnight then cooled to room temperature. The solution was diluted with 1M NaOH (20 mL) and washed with EtOAc. The aqueous phase was acidified with 6N aq. HCl to pH 4-5 and extracted with EtOAc (3×). The combined extract was successively washed with water and brine, dried over MgSO4, filtered and evaporated to yield 4.2 g (74%) of the crude 2-Methyl-2-(4-(pyrimidin-5-yl)phenyl)propanoic acid (MS+H, 243) that was used in the next step without further purification.

1. customThe mixture was degassed
2. additionwas added
3. temperaturethen cooled to room temperature
4. washwashed with EtOAc
5. extractionextracted with EtOAc (3×)
6. extractionThe combined extract
7. washwas successively washed with water and brine
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. customevaporated

ORD-Eintrag

ord-b0374616427546a294036c938abf74aa

Quelldatensatz

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07842324B2