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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576813Generated: October 30, 2026

Hydrochloric Acid → HCID 86723915, compound

https://huagongshe.com/reaction/576813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 86723914HCID 86723914—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86723915HCID 86723915105.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (R)-4-(5-(3-(4-methoxy-3-buten-2-yl)-6-methyl-2,4-dioxo-1-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)-1H-pyrazol-1-yl)benzonitrile (prepared in Example 397) (300 mg) in tetrahydrofuran (3.0 ml) was added 1N hydrochloric acid (10 ml) and the resulting mixture was stirred at 50° C. for two hours. To the reaction mixture was added water (10 ml) followed by an addition of ethyl acetate (20 ml×2) such that the intended products were extracted into an organic layer. The organic layer was washed with saturated saline (10 ml), dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford (R)-4-(5-(6-methyl-2,4-dioxo-3-(4-oxobutane-2-yl)-1-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)-1H-pyrazol-1-yl)benzonitrile (309 mg). UPLC/MS 508 (M+H)/1.06 min (measurement condition 9)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040516B2
Source datasetuspto-grants-2015_05
ORD IDord-4d75ce34427749dcacc9bb19c5727c43
Source noteuspto-grants-2015_05