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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622366Generated: October 29, 2026

Sodium Carbonate → 1-(3-Chloro-5-phenylpyridin-4-yl)piperidine-4-carboxamide

https://huagongshe.com/reaction/1622366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamideHCID 2811640—
CatalystHCID 178418397HCID 178418397—
SolventAcetonitrileHCID 6342—
Product1-(3-Chloro-5-phenylpyridin-4-yl)piperidine-4-carboxamideHCID 4527545922%

Reaction Steps

General procedure D (See Example 4) was followed using 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (24 mg, 0.088 mmol), benzene 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 hplc (H2O, MeCN, gradient 90:10 to 10:90 over 30 min) to furnish the title compound as a white solid (6 mg, 22%), LC-MS (ESI) Rt 1.63 min, m/z 316 (100%, [M+H]+); m/z (ESI) C17H18ClN3NaO requires 338.1031 found [M+Na]+ 338.1030.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778925B2
Source datasetuspto-grants-2014_07
ORD IDord-52f03979947944e8a8a2c2b6272ad2b1
Source noteuspto-grants-2014_07