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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880579Generated: November 1, 2026

Cesium carbonate → HCID 59756932, compound

https://huagongshe.com/reaction/1880579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,3-DichloroisoquinolineHCID 298625—
Reactant(1,1'-Binaphthalen)-2-yldi-tert-butylphosphineHCID 2734941—
ReactantHCID 7009454HCID 7009454—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 59756932HCID 59756932—

Reaction Conditions

Temperature75 °C

Reaction Steps

A toluene (3 mL) solution containing 1,3-dichloroisoquinoline (50 mg, 0.25 mmol), 4-(hydroxymethyl)benzoate (105 mg, 0.63 mmol), cesium carbonate (206 mg, 0.63 mmol), palladium acetate (5 mg, 0.02 mmol) and racemic-2-(di-t-butylphosphino)-1,1′-binaphthyl (14 mg, 0.035 mmol) was heated at 75° C. for 1.5 hours. The solution was partitioned between ethyl acetate and water. The organic phase was washed with brine and dried over MgSO4. The solution was filtered, concentrated and the residue purified by silica gel chromatography using hexanes/ethyl acetate gradient. 1H NMR (500 MHz, CDCl3): δ 8.30 (d, J=8.3 Hz, 1H); 8.13 (d, J=8.3 Hz, 2H); 7.72-7.70 (m, 2H); 7.65 (d, J=8.2 Hz, 2H); 7.59-7.55 (m, 1H); 7.34 (s, 1H); 5.68 (s, 2H); 3.98 (s, 3H). LCMS2 2.73 min. (M+H)=328

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318760B2
Source datasetuspto-grants-2012_11
ORD IDord-b057d5aad7ce454c86d78b68931e1a80
Source noteuspto-grants-2012_11