Sodium Carbonate → Methyl 4-(2-Chloro-5-fluoro-4-pyrimidinyl)benzoate

Temperatur

85 °C

To a solution of 2,4-dichloro-5-fluoropyrimidine (0.478 g, 2.86 mmol) and 4-carboxyphenyl boronic acid methyl ester (0.516 g, 2.86 mmol) in 5 mL of ethyleneglycol dimethyl ether was added Pd(PPh3)4 under argon, followed by 2N Na2CO3 and the resulting mixture purged with argon for 2 minutes. The resulting mixture was sealed and heated at 85° C. overnight. After 18 hours, the reaction was diluted with 20 mL of ethyl acetate and washed with H2O. The organic layer was concentrated and purified by chromatography (Silica, 10% ethyl acetate in hexanes) to afford 4-(2-chloro-5-fluoropyrimidin-4-yl)-benzoic acid methyl ester (0.35 g, 46%) as a white solid. LCMS: ES+=267.

1. customthe resulting mixture purged with argon for 2 minutes
2. customThe resulting mixture was sealed
3. additionthe reaction was diluted with 20 mL of ethyl acetate
4. washwashed with H2O
5. concentrationThe organic layer was concentrated
6. custompurified by chromatography (Silica, 10% ethyl acetate in hexanes)

ORD-Eintrag

ord-278f07dca0664cd1a90f4aeb191c38d4

Quelldatensatz

uspto-grants-2007_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07304071B2