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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12690Generated: October 25, 2026

Sodium Carbonate → 5-(2,4-Dimethyl-oxazol-5-yl)-2,4-dimethoxy-pyrimidine

https://huagongshe.com/reaction/12690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Reactant5-Iodo-2,4-dimethyl-oxazoleHCID 59337589—
Catalystpalladium(II) acetateHCID 167845—
Solvent1-PropanolHCID 1031—
Product5-(2,4-Dimethyl-oxazol-5-yl)-2,4-dimethoxy-pyrimidineHCID 5899420867.1%

Reaction Steps

2,4-Dimethoxy-pyrimidine-5-boronic acid (840 mg, 4.6 mmol) was dissolved in degassed n-PrOH (40 mL) and then 5-iodo-2,4-dimethyl-oxazole (Prep60, 850 mg, 3.8 mmol), Na2CO3 (848 mg, 8 mmol), PPh3 (332 mg, 1.3 mmol) and Pd(OAc)2 (85 mg, 0.38 mmol) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by SCX cartridge to give 600 mg of the title compound (66% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-49aa7eb002944783b9f978f9c7b080b9
Source noteuspto-grants-2010_06