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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390402Generated: October 26, 2026

Cesium carbonate → HCID 58230554, compound

https://huagongshe.com/reaction/390402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Methyl-1,2-dihydrospiro[indole-3,4'-piperidine]HCID 10655739—
ReactantHCID 58230603HCID 58230603—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58230554HCID 5823055486.8%

Reaction Steps

A mixture of 1-methylspiro[indoline-3,4′-piperidine] (0.0486 g, 0.204 mmol), ethyl (3S)-3-(4-{[4-(bromomethyl)benzyl]oxy}phenyl)hex-4-ynoate (0.100 g, 0.24 mmol), and Cs2CO3 (0.156 g, 0.48 mmol) in DMF (5 mL) is stirred at room temperature for 16 hours. The reaction mixture is diluted with water (30 mL) and extracted with EtOAc (3×25 mL). The combined organic layer is washed with water (3×25 mL) and saturated brine solution (25 mL), dried with a drying agent, filtered, and evaporated to dryness to give a liquid. The crude product is purified by silica gel chromatography (gradient EtOAc/hexane 30%) to give the title compound as a colourless liquid (0.095 g, 73.3%). ESI/MS m/z 537 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383642B2
Source datasetuspto-grants-2013_02
ORD IDord-0ab6dc1764dc4ee5913be224bbf8b9c5
Source noteuspto-grants-2013_02