HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670155Generated: October 30, 2026
HCID 57586440, compound → HCID 57905901, compound
https://huagongshe.com/reaction/1670155
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 57586440 | HCID 57586440 | — |
| Reactant | HCID 57905910 | HCID 57905910 | — |
| Catalyst | Trifluoroacetic acid | HCID 6422 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57905901 | HCID 57905901 | 65.8% |
Reaction Steps
To a solution of 4-[2-(2-carboxy-ethyl)-3-hept-6-ynyl-phenoxy]-butyric acid (900 mg, 2.6 mmol), 3-bromo-5-iodo-N,N-dimethyl-benzamide (1.0 g, 2.8 mmol), CuI (20 mg, 0.11 mmol) in THF (10 mL) and TEA (10 mL) was added bis(triphenylphosphine) palladium(II) dichloride (75 mg, 0.11 mmol). The reaction mixture was heated at 70° C. for 5 h. Then the reaction mixture was cooled to room temperature, a few drops of TFA were added and the resulting mixture was concentrated under reduced pressure. The crude material was purified by column chromatography (Isco™ 120 g) using ethyl acetate as eluting solvent to give the title compound (980 mg, 65%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989454B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-30cf87baf9d8496dbb73cc0e1cea1226 |
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| Source note | uspto-grants-2011_08 |
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