HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049011Generated: November 3, 2026
1-Fluoro-3-iodobenzene → HCID 61778890, compound
https://huagongshe.com/reaction/1049011
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Fluoro-3-iodobenzene | HCID 70725 | — |
| Reactant | Cyclobutylamine | HCID 75645 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 61778890 | HCID 61778890 | 71.2% |
Reaction Steps
A mixture of 3-fluoroiodobenzene (1.0 g, 4.5 mmol), cyclobutylamine (320 μL, 3.8 mmol), Pd2(dba)3 (34 mg, 38 μmol), XantPhos (54 mg, 94 μmol), and sodium tert-butoxide (541 mg, 5.6 mmol) in toluene (10 mL) was degassed with nitrogen then heated at 120° C. for 30 minutes in a microwave reactor. Saturated aqueous NaHCO3 was added and then extracted with EtOAc, washed with brine, dried with Na2SO4, concentrated and purified by silica gel column chromatography (0-50% DCM in cyclohexane) to give cyclobutyl-(3-fluoro-phenyl)-amine (447 mg, 71%). LCMS (m/z, Method A) ES+ 166[M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382222B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-ccf04a3dd5a648d1ac54b4d3a33d4137 |
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| Source note | uspto-grants-2016_07 |
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