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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622373Generated: November 2, 2026

Sodium Carbonate → HCID 45275573, compound

https://huagongshe.com/reaction/1622373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Fluoro-3-methylphenyl)boronic acidHCID 2774580—
ReactantHCID 45275354HCID 45275354—
CatalystHCID 178418397HCID 178418397—
SolventAcetonitrileHCID 6342—
ProductHCID 45275573HCID 4527557356%

Reaction Steps

General procedure D was followed using 1-(3-bromopyridin-4-yl)piperidine-4-carboxamide E36 (25 mg, 0.088 mmol), 4-fluoro-3-methylphenylboronic acid (16 mg, 0.11 mmol), tetrakis(triphenylphosphine)palladium(0) (5 mg, 5 mol %), 0.5 M sodium carbonate (0.25 mL, 0.12 mmol) and acetonitrile (1 mL) for 50 min. The crude product was purified by preparative tlc (CH2Cl2, MeOH, 10:1) to furnish the title compound as a white solid (15 mg, 56%), LC-MS (ESI 3.5 min) Rt 1.46 min, m/z 314 (100%, [M+H]+); m/z (ESI) C18H21FN3O requires 314.1663 found [M+H]+ 314.1658.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778925B2
Source datasetuspto-grants-2014_07
ORD IDord-27124212cb2748b39b8359ee21a2b06e
Source noteuspto-grants-2014_07