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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805396Generated: October 30, 2026

Cesium carbonate → HCID 67233992, compound

https://huagongshe.com/reaction/1805396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactantalpha-Bromo-o-fluorotolueneHCID 67968—
ReactantHCID 67233699HCID 67233699—
SolventDimethylformamideHCID 6228—
ProductHCID 67233992HCID 6723399260%

Reaction Steps

(1S,2R) and (1R,2S)-methyl-2-(4-fluorophenyl)-2′-oxospiro[cyclopropane-1,3′-indoline]-5′-carboxylate (500 mg, 1.61 mmol), 1-bromomethyl-2-fluoro-benzene (456 mg, 2.14 mmol) and Cs2CO3 (785 mg, 4.2 mmol) were mixed in anhydrous DMF and stirred at room temperature for 8 hours. HPLC monitored the reaction finished. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography (gradient elution, 15-25% ethyl acetate in petroleum ether) to give title compound as white solid (405 mg, 60%). LC/MS m/e calcd. for C25H19F2NO3 420, observed (M+H)+: 420.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-a00e0e6b9c334630a21c3e3b23fd0da0
Source noteuspto-grants-2013_01