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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60889Generated: October 29, 2026

Potassium Carbonate → Methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate

https://huagongshe.com/reaction/60889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
ReactantMethyl 2-bromo-5-methylbenzoateHCID 15110996—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductMethyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoateHCID 117727848—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl 2-bromo-5-methylbenzoate (1.01 g, 4.41 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.1 g, 5.28 mmol), Pd(PPh3)4 (0.764 g, 0.66 mmol), K2CO3 (1.83 g, 13.23 mmol) and dioxane/H2O (4:1, 15 mL) was degassed for 10 min and then heated overnight at 100° C. The mixture was cooled, diluted with brine, and extracted with EtOAc. The combined organic layers were washed with saturated NaHCO3 and dried over Na2SO4. The solvent was removed in vacuo to obtain the crude material, which was purified by silica gel chromatography to obtain the title compound. ESI-MS (m/z): 231 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440982B2
Source datasetuspto-grants-2016_09
ORD IDord-b6f08bf4061146c8913a93badd2839dd
Source noteuspto-grants-2016_09