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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196422Generated: November 2, 2026

Potassium Carbonate → HCID 59354987, compound

https://huagongshe.com/reaction/2196422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-bromo-4-iodobenzoateHCID 17750019—
Reactant5-(5,5-Dimethyl-1,3,2-dioxaborinan-2-YL)-1-methyl-1H-pyrazoleHCID 44119444—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 59354987HCID 59354987—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3-bromo-4-iodobenzoate (409 mg, 1.2 mmol) in dioxane/H2O (4:1, 10 mL) was added K2CO3 (497 mg, 3.6 mmol), tetrakistriphenylphosphine Pd(0) (69 mg, 0.06 mmol) and 5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-pyrazole (349 mg, 3.6 mmol). The reaction mixture was heated to 80° C. in a sealed tube for 12 h and was then partitioned between 6N NaOH and DCM. The pH of the aqueous phase was adjusted to ˜3 with 3M HCl and washed several times with DCM. The combined organic fractions were dried (Na2SO4), concentrated under vacuum and used directly without further purification (307 mg, 87%): LC-MS (ES) m/z=296 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338434B2
Source datasetuspto-grants-2012_12
ORD IDord-5939572e0a844772a6230c477a43f455
Source noteuspto-grants-2012_12