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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385059Generated: October 31, 2026

Potassium Carbonate → Methyl 3-cyano-5-cyclopropyl-4-methoxybenzoate

https://huagongshe.com/reaction/385059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 68108667HCID 68108667—
CatalystHCID 178439031HCID 178439031—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-cyano-5-cyclopropyl-4-methoxybenzoateHCID 6810831045.6%

Reaction Conditions

Temperature95 °C

Reaction Steps

Methyl 3-cyano-4-hydroxy-5-iodobenzoate (1.00 g) was dissolved in 1,4-dioxane (15 mL), and potassium carbonate (1.31 g), cyclopropylboronic acid (325 mg) and [1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium dichloride (108 mg) were added to the solution, and then the mixture was stirred under an argon gas flow at 95° C. for 22 hours. The reaction solution was filtered and the solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to obtain the title compound (348 mg) as a pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367843B2
Source datasetuspto-grants-2013_02
ORD IDord-f74800f8786946b2b8caaff0623fd48b
Source noteuspto-grants-2013_02