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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094208Generated: November 2, 2026

Ethyl Acetate → HCID 67071912, compound

https://huagongshe.com/reaction/2094208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5233012—
ReactantHCID 67071846HCID 67071846—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67071912HCID 670719126%

Reaction Conditions

Temperature110 °C

Reaction Steps

A suspension of 2-aminocarbonylamino-5-bromo-6-methoxyindole-3-carboxamide (Compound No.7-1, 86 mg, 0.26 mmol), vinylboronic acid pinacol ester (121 μL, 0.40 mmol), tetrakis(triphenylphosphine)palladium(0) (32 mg, 0.027 mmol) and sodium hydrogen carbonate (56 mg, 0.66 mmol) in 1,4-dioxane-water solution (3:1, 15 mL) was stirred overnight at 110° C. under argon atmosphere. After cooling, ethyl acetate (20 mL) and brine (15 mL) were added and separated. The organic layer was dried over anhydrous magnesium sulfate and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (4 mg) as a dark green solid (6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445529B2
Source datasetuspto-grants-2013_05
ORD IDord-c69cae591dea412999da5e59c321f5d5
Source noteuspto-grants-2013_05