Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175272Generated: October 29, 2026

Ethyl Glycolate → HCID 70982233, compound

https://huagongshe.com/reaction/2175272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl GlycolateHCID 12184—
ReactantSodium hydrideHCID 24758—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 70982233HCID 7098223361%

Reaction Steps

To a solution of ethyl 2-hydroxyacetate (0.081 g, 0.775 mmol) in toluene (1.0 mL) was added NaH (60% in mineral oil, 0.037 g, 0.931 mmol) at room temperature. The mixture was stirred for 30 min and a solution of 5-bromo-2-chloropyrimidine (0.100 g, 0.517 mmol) in toluene (0.5 mL) was added. The reaction mixture was stirred at 60° C. for 16 h. The mixture was diluted with EtOAc and slowly quenched with water. The organic layer was separated, washed with water and brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo to provide the crude material. The crude material was purified by flash chromatography (0-50% ethyl acetate:hexanes) to afford the title compound (82 mg, 61% yield) as a clear colorless oil. LCMS, [M+H]+=260.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062028B2
Source datasetuspto-grants-2015_06
ORD IDord-1b1b0321264f4f20b693213dc0e2a689
Source noteuspto-grants-2015_06