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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490908Generated: October 29, 2026

6-Bromo-2-methylquinoline → HCID 178422397, compound

https://huagongshe.com/reaction/1490908

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-2-methylquinolineHCID 522885—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent4,4'-Di-tert-butyl-2,2'-bipyridylHCID 4249187—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 178422397HCID 17842239784%

Reaction Conditions

Temperature100 °C

Reaction Steps

General procedure A was applied to 2-methyl-6-bromoquinoline (222 mg, 1.0 mmol). Purification by silica gel flash-column chromatography with gradient elution of MeOH/DCM from 0.5 -12.5% over 25 column volumes, affording 6-bromo-2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinoline as a white solid (292 mg, 84%); m.p.124 -125 °C;

Provenance & Evidence

DOI10.1039/c2sc20776a
Source datasetBorylation dataset from Roche
ORD IDord-7f6a7ccc899744fc8dc6a748d37e508f
Source noteBorylation dataset from Roche