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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451358Generated: November 2, 2026

Sodium Carbonate → HCID 58488519, compound

https://huagongshe.com/reaction/451358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluoro-2-(trifluoromethyl)benzeneboronic acidHCID 12109469—
ReactantMethyl 5-bromo-4-methyl-1H-pyrrole-3-carboxylateHCID 66924763—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthyl AcetateHCID 8857—
SolventToluene waterHCID 22272177—
ProductHCID 58488519HCID 5848851962%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of methyl 5-bromo-4-methyl-1H-pyrrole-3-carboxylate (0.27 g, 1.2 mmol), [4-fluoro-2-(trifluoromethyl)phenyl]boronic acid (0.61 g, 2.9 mmol), Na2CO3 (0.6 g, 5.7 mmol) and palladium tetrakis(triphenylphosphine) (96 mg, 0.083 mmol) in toluene/water (10:1, 10 ml) was stirred at 110° C. for 1.5 h under N2. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The mixture was washed with water and brine, then dried over sodium sulfate and concentrated on a rotary evaporator. The resulting residue was purified by silica-gel column chromatography (3:1 to 1:3 hexane:ethyl acetate) to give the title compound (0.23 mg, 62%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487117B2
Source datasetuspto-grants-2013_07
ORD IDord-680b95cf41e847639bb39e5c7d5d48e0
Source noteuspto-grants-2013_07