HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038431Generated: November 1, 2026
4-Fluoroiodobenzene → Methyl 3-fluoro-1-(4-fluorophenyl)-1H-indole-6-carboxylate
https://huagongshe.com/reaction/2038431
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Fluoroiodobenzene | HCID 9605 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1-N,2-N-dimethylcyclohexane-1,2-diamine | HCID 551074 | — |
| Reactant | methyl 3-fluoro-1H-indole-6-carboxylate | HCID 59625843 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 3-fluoro-1-(4-fluorophenyl)-1H-indole-6-carboxylate | HCID 59625701 | — |
Reaction Steps
Compound 21a (51 mg, 0.264 mmol), CuI (5 mg, 0.0264 mmol) and K3PO4 (40 mg, 0.66 mmol) were combined in a sealed reaction tube and the vial was back-flushed with N2. 4-Fluoro-iodobenzene 21b (0.0394 mL, 0.264 mmol) and N,N′-dimethylcyclohexane-1,2-diamine (0.0125 mL, 0.0792 mmol) were added via syringe, followed by toluene. The reaction mixture was heated at 95° C. for 6 h. The reaction was partitioned between EtOAc and water. The organic phase was concentrated and purified by flash column chromatography (silica gel, 20% EtOAc/hexanes) to give compound 21c.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575363B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-d811678cc1124bf8b5a1251ab8c57e64 |
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| Source note | uspto-grants-2013_11 |
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