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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893410Generated: November 1, 2026

Sodium Carbonate → HCID 66599216, compound

https://huagongshe.com/reaction/1893410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 66598996HCID 66598996—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66599216HCID 66599216—

Reaction Steps

3-Bromo-2-(trifluoromethyl)imidazo[1,2-a]pyrazine (I12) (1.330 g, 5 mmol), (4-fluorophenyl)boronic acid (1.049 g, 7.50 mmol), sodium carbonate (2.65 g, 25.00 mmol) and Bis(triphenylphosphine)palladium (II) chloride (0.351 g, 0.500 mmol) were heated at 80° C. for 7 h in water (10 ml) and 1,2-dimethoxyethane (DME) (20 ml). The mixture was passed through a hydromatrix cartridge (Varian, 20 g) and washed through with dichloromethane. The filtrated was concentrated in vacuo to afford a tacky oil. The product was purified by flash chromatography (Isolera, 100 g, 0-100% 2M ammonia in methanol:dichloromethane (1:9)/dichloromethane) to afford product in 2.03 g. The compound was repurified by flash chromatography (Isolera, 100 g, 0-100% ethyl acetate/iso-hexane) to afford product in 1.42 g as beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513248B2
Source datasetuspto-grants-2013_08
ORD IDord-32fd4b3a7bb9457990a2a76d2b9614bf
Source noteuspto-grants-2013_08