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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76184Generated: October 27, 2026

Piperidine → N-(1-(4-((2,4-Dimethoxyphenyl)ethynyl)phenyl)propan-2-yl)acetamide

https://huagongshe.com/reaction/76184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant1-Bromo-2,4-dimethoxybenzeneHCID 87266—
ReactantN-(1-(4-ethynylphenyl)propan-2-yl)acetamideHCID 86669621—
CatalystHCID 178418476HCID 178418476—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
ProductN-(1-(4-((2,4-Dimethoxyphenyl)ethynyl)phenyl)propan-2-yl)acetamideHCID 68181229—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 36.2 mg (0.18 mmol) N-(1-(4-ethynylphenyl)propan-2-yl)acetamide (I58.3) and 300 μl acetone is added to 50.6 mg (0.15 mmol) 1-bromo-2,4-dimethoxybenzene followed by a suspension of 14.3 (0.02 mmol) bis(triphenylphosphine)dichloropalladium in 300 μl acetone and 600 μl water. After addition of 22.4 mg (0.20 mmol) piperidine the mixture is stirred in a sealed tube for 1.5 h at 60° C. The solvent is removed in vacuo and the residue is purified by HPLC (ACN/H2O/TFA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-27c461a59245463c8a25427a17c3c608
Source noteuspto-grants-2014_09