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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622389Generated: November 1, 2026

Sodium Carbonate → HCID 58378290, compound

https://huagongshe.com/reaction/1622389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 45275137HCID 45275137—
CatalystHCID 178418397HCID 178418397—
SolventAcetonitrileHCID 6342—
ProductHCID 58378290HCID 58378290—

Reaction Steps

General procedure D was followed using 1-(3,5-dichloropyridin-4-yl)pyrrolidine-3-carboxamide E21 (23 mg, 0.088 mmol), 4-methoxybenzene boronic acid (13 mg, 0.11 mmol), tetrakis(triphenylphosphine)palladium(0) (5 mg, 5 mol %), acetonitrile (1 mL) and 0.5 M sodium carbonate (0.25 mL, 0.12 mmol) for 30 min. The crude product was purified by preparative tlc on silica gel (CH2Cl2, MeOH, 10:1) to give impure title compound as a white solid (15 mg). Further purification by preparative hplc (H2O, MeCN, gradient 90:10 to 10:90 over 30 min) furnished the title compound as a white solid, LC-MS (ESI, 3.5 min) Rt 1.40 min, m/z 332 (100%, [M+H]+); m/z (ESI, 3.5 min) C17H18ClN3NaO2 requires 354.0980 found [M+Na]+ 354.0980

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778925B2
Source datasetuspto-grants-2014_07
ORD IDord-1d54dfb52d3e4accb034fadd4db4b195
Source noteuspto-grants-2014_07