Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196413Generated: October 30, 2026

Potassium Carbonate → HCID 59355006, compound

https://huagongshe.com/reaction/2196413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-3-fluorobenzoic acidHCID 2773341—
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 59355006HCID 59355006—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-bromo-3-fluorobenzoic acid (220 mg, 1.0 mmol) in dioxane/H2O (5:1, 12 mL) was added K2CO3 (414 mg, 3.0 mmol), tetrakistriphenylphosphine Pd(0) (58 mg, 0.05 mmol) and 5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-pyrazole (214 mg, 1.1 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 (196 mg, 89%): LC-MS (ES) m/z=221 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338434B2
Source datasetuspto-grants-2012_12
ORD IDord-8bc7c9baf3774e87b9b56afed83e48db
Source noteuspto-grants-2012_12