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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484672Generated: November 1, 2026

Sodium Carbonate → HCID 89662101, compound

https://huagongshe.com/reaction/1484672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 89648955HCID 89648955—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 89662101HCID 89662101—

Reaction Conditions

Temperature75 °C

Reaction Steps

2.57 g of methyl 1-benzyl-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazole-3-carboxylate (7.06 mmol, 1.0 eq.) were dissolved in 51 mL of dry 1,2-dimethoxyethane under nitrogen atmosphere. 1.52 g of cyclopropylboronic acid (17.6 mmol, 2.5 eq.), 2.62 g of sodium carbonate (24.7 mmol, 3.5 eq.) and 408 mg of tetrakis(triphenylphosphin)palladium(0) (0.353 mmol, 0.05 eq.) were added and the mixture was stirred for 24 hours at 75° C. bath temperature. Then the mixture was filtered off and washed with ethyl acetate. The filtrate was concentrated in vacuo and the residue purified by flash chromatography to give 1.61 g (5.39 mmol, 76%) of analytically pure target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422268B2
Source datasetuspto-grants-2016_08
ORD IDord-b2beece17af74ae2826439d210120b51
Source noteuspto-grants-2016_08