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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175130Generated: November 2, 2026

Sodium Carbonate → HCID 86696253, compound

https://huagongshe.com/reaction/2175130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo-2,3-difluoropyridineHCID 14549654—
Reactanttert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylateHCID 16217654—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86696253HCID 8669625353.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-bromo-2,3-difluoropyridine (2.0 g, 10.31 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (3.03 g, 10.31 mmol), Na2CO3 (2.186 g, 20.62 mmol) and Pd(Ph3P)4 (1.191 g, 1.031 mmol) were dissolved in dioxane (20 ml). The mixture was bubbled with Ar for 10 min. The reaction was stirred at 100° C. for overnight, cooled and concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH=30/1) to afford the title compound as white solid (1.0 g, 53.5% yield). LCMS (method B): [M+H]+=182, tR=1.98 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062045B2
Source datasetuspto-grants-2015_06
ORD IDord-d7a8ee584d674ced85ece71ce3e3ec71
Source noteuspto-grants-2015_06