Sodium Carbonate → HCID 10195480, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-[4-(1-{4-isopropyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-oxazol-5-yl}-ethoxy)-2-methyl-phenyl]-propionic acid methyl ester (130 mg, 0.250 mmol) in toluene (3 mL) is bubbled with nitrogen gas for 10 minutes. To this, Pd(dppf)Cl2 (10 mg), Na2CO3 (1.0 mL, 2.0 M), 2-chloropyrimidine (43 mg, 0.375 mmol) are added. The resulting suspension is stirred and heated at 100° C. for 8 hours and quenched with water (1.0 mL). The mixture is extracted with EtOAc (20 mL×2) and the combined organics are dried (Na2SO4), concentrated, and purified on silica gel chromatography column with 20–50% EtOAc/Hexanes to yield the pyrimidine intermediate.

Provenance & Evidence