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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1676216Generated: October 29, 2026

Ethyl Acetate → HCID 86626270, compound

https://huagongshe.com/reaction/1676216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
Reactant((1E)-prop-1-en-1-yl)boronic acidHCID 6157276—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 86626270HCID 8662627042%

Reaction Steps

To 5-bromo-2-chloropyrimidine (2.027 g, 10.48 mmol), (E)-prop-1-enylboronic acid (1.350 g, 15.72 mmol), PdCl2(dppf)-CH2Cl2 (0.428 g, 0.524 mmol), and potassium carbonate (4.35 g, 31.4 mmol) in toluene (20 mL) and water (0.5 mL) was bubbled nitrogen subsurface for 1 minute and then placed in a 90° C. oil bath for 5 hours. 200 mL EtOAc was added and the reaction was then washed with 3×200 mL of water, dried with MgSO4, filtered and concentrated to 1.53 g brown solids. This was purified by flash chromatography (5% EtOAc in hexanes) to yield product (681 mg) as an off-white solid. MS (ESI) 155.7 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003796B2
Source datasetuspto-grants-2011_08
ORD IDord-ac6b620c5d924e51ae7b30e7a895fc78
Source noteuspto-grants-2011_08