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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622391Generated: November 1, 2026

Sodium Carbonate → HCID 45275881, compound

https://huagongshe.com/reaction/1622391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methoxypyrimidine-5-boronic acidHCID 2736778—
Reactant1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamideHCID 2811640—
CatalystHCID 178418397HCID 178418397—
SolventAcetonitrileHCID 6342—
ProductHCID 45275881HCID 45275881—

Reaction Steps

General procedure E was followed using 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (75 mg, 0.27 mmol), 2-methoxypyrimidine-5-boronic acid (53 mg, 0.34 mmol), tetrakis(triphenylphosphine)palladium(0) (16 mg, 5 mol %), acetonitrile (3 mL) and 0.5 M sodium carbonate (0.77 mL, 0.38 mmol). The crude product was purified by flash column chromatography on silica gel (CH2Cl2, EtOH, 96:4-82:18, biotage 25+S) to furnish the title compound as an off white solid (20 mg, 21%), along with recovered 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide as a white solid (32 mg, 43% RSM), LC-MS (ESI, 4 min) Rt 1.76 min, m/z 348 (100%, [M+H]+); m/z (ESI) C16H18N5O2Cl requires 347.1149, found [M+H]+ 347.1147.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778925B2
Source datasetuspto-grants-2014_07
ORD IDord-406f4366ed0c4cbc859e650967488d13
Source noteuspto-grants-2014_07