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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896698Generated: October 31, 2026

Sodium hydride → HCID 69694285, compound

https://huagongshe.com/reaction/896698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
ReactantHCID 69693966HCID 69693966—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 69694285HCID 69694285—

Reaction Conditions

Temperature21 °C

Reaction Steps

To a suspension of trimethylsulfoxonium iodide (400 mg, 1.83 mmol) in DMSO (25 mL) at 0° C. was added NaH (60%, 73 mg, 1.83 mmol). After 30 min., 3-{3-[6-(1-methanesulfonyl-1-methyl-ethyl)-quinolin-8-yl]-phenyl}-2-(4-methanesulfonyl-phenyl)-acrylic acid methyl ester from Step 2 (688 mg, 1.22 mmol) was added and the resulting reaction mixture stirred for 18 h at 21° C., then diluted with water and ethyl acetate. The organic extracts were washed (H2O, brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with toluene/acetone, 80:20) provided the 2-{3-[6-(1-methanesulfonyl-1-methyl-ethyl)-quinolin-8-yl]-phenyl}-1-(4-methanesulfonyl-phenyl)-cyclopropanecarboxylic acid methyl ester compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919353B2
Source datasetuspto-grants-2005_07
ORD IDord-1c8ddb215fe848fe9764fac6b64429bd
Source noteuspto-grants-2005_07