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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618053Generated: November 2, 2026

Hydrochloric Acid → (5)-5-(3-(4-Bromophenyl)-3-o-tolylpropanoyl)pyrimidin-2(1H)-one

https://huagongshe.com/reaction/1618053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-3-(4-Bromophenyl)-1-(2-methoxypyrimidin-5-yl)-3-o-tolylpropan-1-oneHCID 67015720—
Solvent1,4-DioxaneHCID 31275—
Product(5)-5-(3-(4-Bromophenyl)-3-o-tolylpropanoyl)pyrimidin-2(1H)-oneHCID 6666869797.4%

Reaction Steps

To a solution of (S)-3-(4-bromophenyl)-1-(2-methoxypyrimidin-5-yl)-3-o-tolylpropan-1-one (700 mg, 1.53 mmol, Eq: 1.00) in dioxane (18 mL) was added 37% aq. hydrochloric acid solution (2.56 mL, 30.6 mmol) and the resulting solution was first stirred at ambient temperature for 45 min and then 2½ h at 60° C., then poured onto sat. aq. sodium hydrogencarbonate solution and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated. Chromatography (SiO2; gradient dichloromethane to dichloro-methane/methanol/25% aq. ammonia solution 90:10:0.25) produced the title compound (592 mg, 97%). White solid, MS (ESI+): m/z=: 397.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765730B2
Source datasetuspto-grants-2014_07
ORD IDord-7d665c4d6be94dc484a826077daccae7
Source noteuspto-grants-2014_07