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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842573Generated: November 2, 2026

Cesium carbonate → HCID 66679827, compound

https://huagongshe.com/reaction/1842573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTriphenylphosphineHCID 11776—
Reactant2-MethylthiazoleHCID 77129—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66679602HCID 66679602—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 66679827HCID 6667982765.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of ethyl 1-(5-fluoropyridin-2-yl)-3-iodo-1H-pyrazole-4-carboxylate (0.40 g, 1.11 mmol) in DMF (3.7 mL) were added 2-methyl-1,3-thiazole (0.17 g, 1.66 mmol), palladium(II) acetate (25.0 mg, 0.11 mmol), triphenylphosphine (58.0 mg, 0.22 mmol) and cesium carbonate (0.72 g, 2.22 mmol). The mixture was heated 140° C. in a seal vial. After 2 h, water and saturated aqueous NaHCO3 were added and the mixture was extracted with ethyl acetate (3×). The combined organic extracts was dried over MgSO4, filtered and concentrated. Purification by silica gel chromatography (100% hexanes 50% hexanes/ethyl acetate) gave the title compound (0.24 g). MS 333.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946231B2
Source datasetuspto-grants-2015_02
ORD IDord-a4f13c0f1b9245bc927ff1c779eb8e83
Source noteuspto-grants-2015_02