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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479875Generated: November 1, 2026

Cesium carbonate → HCID 90390339, compound

https://huagongshe.com/reaction/1479875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 58503716HCID 58503716—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90390339HCID 9039033936%

Reaction Conditions

Temperature100 °C

Reaction Steps

The nitrile 25H (1.25 g, 6.4 mmol), 4-trifluoromethylphenylboronic acid (1.34 g, 1 mol eq), palladium acetate (29 mg, 0.02 mol eq), cesium carbonate (4.16 g, 2 mol eq), and XPhos (137 mg, 0.04 mol eq) were mixed, placed under a nitrogen atmosphere and dioxane (8 mL) was added. The mixture was heated at 100° C. for 4 h. After cooling, the mixture was filtered through a celite pad, washed with dioxane (2×30 mL) and concentrated under reduced pressure. The residue was purified by flash chromatography (9.5/0.5 Petroleum ether/EtOAc) to afford 26M as yellow solid (0.65 g, 36% Yield). 1HNMR (DMSO, 200 MHz) δ 1.37 (d, 6H, J=3.9), 5.15 (m, 1H), 6.7 (s, 1H), 7.32 (s, 1H), 7.87 (d, 2H, J=7.8), 8.33 (d, 2H, J=8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409864B2
Source datasetuspto-grants-2016_08
ORD IDord-523592b1585645c1b3b6cdce957fee6b
Source noteuspto-grants-2016_08