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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709830Generated: October 31, 2026

Sodium Carbonate → HCID 117760071, compound

https://huagongshe.com/reaction/709830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoro-5-methoxyphenylboronic acidHCID 4157211—
ReactantHCID 117759839HCID 117759839—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 117760071HCID 11776007197.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under a nitrogen atmosphere, to a mixture of methyl 5-(2-cyanoethyl)-6-(((trifluoromethyl)sulfonyl)oxy)nicotinate (700 mg), 2-fluoro-5-methoxyphenylboronic acid (700 mg), tetrakis(triphenylphosphine)palladium (237 mg) and toluene (10 mL) was added 2 M aqueous sodium carbonate solution (3.1 mL), and the mixture was stirred at 90° C. for 1 hr. The reaction mixture was filtered, and the filtrate was diluted with ethyl acetate and THF. The diluted solution was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (635 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-653e933620734f978e82c2900c4b5315
Source noteuspto-grants-2015_11