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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909170Generated: October 31, 2026

Sodium Carbonate → HCID 68295200, compound

https://huagongshe.com/reaction/1909170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant[3-(Hydroxymethyl)phenyl]boronic acidHCID 2734662—
ReactantHCID 86703405HCID 86703405—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68295200HCID 68295200—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of ethyl 1-isopropyl-6-(((trifluoromethyl)sulfonyl)oxy)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (1 g, 2.62 mmol), 3-(hydroxymethyl) phenyl boronic acid (0.438 g, 2.88 mmol) and Pd(PPh3)4 (0.303 g, 0.262 mmol) in 1,4-dioxane (15 mL) was purged with argon for 10 min. Then 2M Na2CO3 solution (4.5 mL, 9.4 mmol) was added to it and again argon was purged through it for 10 min. The reaction mixture was stirred at 100° C. for 1 h and after completion of the reaction water was added to it. Extraction was carried out using EtOAc the combined organic layers were washed with water dried over anhydrous Na2SO4; filtered and concentrated under reduced pressure. The residue was purified by column chromatography to give 0.81 g of target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598167B1
Source datasetuspto-grants-2013_12
ORD IDord-05bf0f59b42d473790340a429d3c3550
Source noteuspto-grants-2013_12