HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoroiodobenzene → HCID 117849012, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoroiodobenzene | HCID 9605 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | tert-Butyl 6,6-difluoro-1,4-diazepane-1-carboxylate | HCID 56924440 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 117849012 | HCID 117849012 | 11.6% |
Reaction Steps
To a toluene solution (2.0 mL) of 1-fluoro-4-iodobenzene (62.6 mg, 0.282 mmol), tert-butyl 6,6-difluoro-1,4-diazepane-1-carboxylate (100 mg, 0.423 mmol), cesium carbonate (184 mg, 0.564 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (23.3 mg, 0.0423 mmol), and palladium acetate (II) (6.30 mg, 0.0282 mmol) were added and the resultant mixture was stirred under nitrogen atmosphere at 110° C. for 4 hours. After completion of the reaction, the reaction solution was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to obtain a compound (10.2 mg, yield 11%) in Reference Synthesis Example 260 and a compound (6.30 mg, yield 7%) in Reference Synthesis Example 261 as the title compounds.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403798B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-5bc75a0e3912436c93ac48fe1d1a7ed8 |
| Source note | uspto-grants-2016_08 |