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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490559Generated: October 31, 2026

2-Bromo-5-fluorotoluene → HCID 56973146, compound

https://huagongshe.com/reaction/1490559

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-5-fluorotolueneHCID 96743—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent3-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaboroleHCID 122380799—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventCyclopentyl methyl etherHCID 138539—
ProductHCID 56973146HCID 56973146100%

Reaction Conditions

Temperature100 °C

Reaction Steps

The general procedure A was followed using 1-bromo-4-fluoro-2-methylbenzene (61.5 uL, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 100 oC. 5o was obtained as white solid (158.0 mg, 100%) after purification by silica gel flash chromatography (EtOAc/PE=1:30 v/v). m.p.: 72-74 oC.

Provenance & Evidence

DOI10.1021/jacs.5b05252
Source datasetBorylation dataset from Roche
ORD IDord-76991da0fd3a4e81917b8653883cc894
Source noteBorylation dataset from Roche