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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477661Generated: November 4, 2026

4-Fluoroiodobenzene → HCID 117849012, compound

https://huagongshe.com/reaction/1477661

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluoroiodobenzeneHCID 9605—
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactanttert-Butyl 6,6-difluoro-1,4-diazepane-1-carboxylateHCID 56924440—
CatalystCupric acetateHCID 8895—
SolventTolueneHCID 1140—
ProductHCID 117849012HCID 11784901211.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403798B2
Source datasetuspto-grants-2016_08
ORD IDord-5bc75a0e3912436c93ac48fe1d1a7ed8
Source noteuspto-grants-2016_08