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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175131Generated: October 29, 2026

Potassium Carbonate → HCID 86696254, compound

https://huagongshe.com/reaction/2175131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86696254HCID 8669625468.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-bromo-2-fluoropyridine (1.75 g, 9.94 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (2.069 g, 9.94 mmol), Pd(PPh3)4 (1.149 g, 0.994 mmol) and K2CO3 (2.75 g, 19.89 mmol) in 1,4-dioxane (20 ml) was bubbled with argon for 10 min. The suspension was then stirred at 90° C. for 8 h. The mixture was filtered and the filtrate was diluted with EA, washed with water and brine. The organic phase was dried over anhydrous MgSO4, filtered and concentrated. The residue was recrystallized from MeOH to give the title compound as white solid (1.2 g, 61.3% yield). 1H-NMR (400 MHz, DMSO-d6) δ ppm 8.46 (s, 1H), 8.22 (s, 1H), 8.15 (dd, 1H), 7.93 (s, 1H), 7.18 (dd, 1H). LCMS (method B): [M+H]+=178, tR=1.80 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062045B2
Source datasetuspto-grants-2015_06
ORD IDord-438e7aa2a92e4be489904e7e178f31ce
Source noteuspto-grants-2015_06