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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477664Generated: November 1, 2026

Sodium Carbonate → HCID 117839624, compound

https://huagongshe.com/reaction/1477664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 117839690HCID 117839690—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 117839624HCID 11783962480%

Reaction Steps

To a dimethoxyethane solution (6.0 mL) of 3-methyl 1-tert-butyl 3-methyl-4-{[(trifluoromethyl)sulfonyl]oxy}-2,3-dihydropyridine-1,3(6H)-dicarboxylate (300 mg, 0.743 mmol) synthesized in Reference Synthesis Example 273, 4-fluorophenylboronic acid (347 mg, 2.14 mmol), tetrakis(triphenylphosphine)palladium (0) (102 mg, 0.0880 mmol), lithium chloride (321 mg, 7.57 mmol), and 2 M sodium carbonate aqueous solution (2.5 mL) were added and the resultant mixture was stirred at 90° C. for 3 hours. After completion of the reaction, water was added to the reaction solution and extraction from the resultant mixture with ethyl acetate was performed. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1) to obtain the title compound (207 mg, yield 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403798B2
Source datasetuspto-grants-2016_08
ORD IDord-381985bc005c44dba2c8ac65f9751423
Source noteuspto-grants-2016_08