HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696793Generated: October 25, 2026
4-Fluoroiodobenzene → 3-(4-Fluoro-phenylethynyl)-piperidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/1696793
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Fluoroiodobenzene | HCID 9605 | — |
| Reactant | tert-Butyl 3-ethynylpiperidine-1-carboxylate | HCID 21963855 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-(4-Fluoro-phenylethynyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 66618650 | 89% |
Reaction Steps
To a suspension of CuI (4 mg, 0.02 mmol) in Et3N (1 ml) was added 3-Ethynyl-piperidine-1-carboxylic acid tert-butyl ester (80 mg, 0.38 mmol) followed by PdCl2(PPh3)2 (13 mg, 0.02 mmol) and 1-Iodo-4-fluoro-benzene (85 mg, 0.38 mmol). The mixture was stirred 1 h at R.T then heated to 60° C. for 12 h. Et3N was removed by evaporation. The product was purified by flash chromatography (DCM 100%) to give 0.1 g (89%) of 3-(4-Fluoro-phenylethynyl)-piperidine-1-carboxylic acid tert-butyl ester as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163775B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-f32a51e9d9744f90a284ac9dc9dc1988 |
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| Source note | uspto-grants-2012_04 |
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