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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277729Generated: November 3, 2026

Cesium carbonate → HCID 86686024, compound

https://huagongshe.com/reaction/2277729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Chloro-2,3-dihydro-1H-isoindol-1-oneHCID 19788108—
ReactantHCID 86686023HCID 86686023—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86686024HCID 8668602486.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4′-bromo-5,5-dimethyl-6′,7′-dihydro-5′H-spiro[1,3-dioxane-2,8′-isoquinoline](5.0 g, 16 mmol), 5-chloro-2,3-dihydro-isoindol-1-one (2.7 g, 16 mmol), (+)-(1S,1S)-1,2-diaminocyclohexane (0.576 mL, 4.8 mmol), copper (I) iodide (456 mg, 2.4 mmol) and Cs2CO3 (10.4 g, 32 mmol) in dioxane (80 mL) was heated at 150° C. for 4 hours. After cooling to room temperature, it was diluted with water (50 mL) and extracted with EtOAc (200 mL×2). The combined organic layers were dried over anhy. Na2SO4, filtered and concentrated in vacuo to afford a crude product (5.5 g, 86%) as light yellow solid. MS: 399.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133158B2
Source datasetuspto-grants-2015_09
ORD IDord-3af573f4cfc54b49a24dccb1f095aeb2
Source noteuspto-grants-2015_09