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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490910Generated: October 25, 2026

6-Methoxyquinoline-2-carbonitrile → HCID 178487953, compound

https://huagongshe.com/reaction/1490910

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Methoxyquinoline-2-carbonitrileHCID 230481—
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 178487953HCID 17848795387%

Reaction Conditions

Temperature25 °C

Reaction Steps

General procedure B was applied to 6-methoxyquinoline-2-carbonitrile (184 mg, 1.00mmol). The reaction was stirred at room temperature for 48 hours. Upon completion,volatiles were removed under reduced pressure and the remaining residue was purified by silica gel flash-column chromatography with gradient elution of MeOH/DCM from 0.5 -12.5% over 25 column volumes, affording 6-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinoline-2-carbonitrile as a off-white solid (270 mg, 87%);

Provenance & Evidence

DOI10.1039/c2sc20776a
Source datasetBorylation dataset from Roche
ORD IDord-5c863801736b4499b0d1a54e4561f8db
Source noteBorylation dataset from Roche