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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479872Generated: October 27, 2026

Cesium carbonate → HCID 90390501, compound

https://huagongshe.com/reaction/1479872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant2-Chloro-6-morpholin-4-yl-isonicotinonitrileHCID 83074581—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90390501HCID 9039050140%

Reaction Conditions

Temperature100 °C

Reaction Steps

The nitrile 25B (3.2 g, 14.4 mmol), 4-trifluoromethylphenylboronic acid (3.01 g, 1 mol eq), palladium acetate (65 mg, 0.02 mol eq), cesium carbonate (9.38 g, 2 mol eq), and XPhos (265 mg, 0.04 mol eq) were mixed, placed under a nitrogen atmosphere and dioxane (12 mL) was added. The mixture was heated at 100° C. overnight. 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 (7/3 Petroleum ether/EtOAc) to afford 26B as yellow solid (1.33 g, 40% Yield). 1HNMR (DMSO, 400 MHz) δ 3.63 (m, 4H, J=1.9), 3.74 (m, 4H, J=2), 7.38 (s, 1H), 7.74 (s, 1H), 7.84 (d, 2H, J=8.1), 8.32 (d, 2H, J=8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409864B2
Source datasetuspto-grants-2016_08
ORD IDord-c0695b072a034e42b471519c8320ef1a
Source noteuspto-grants-2016_08