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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490920Generated: October 30, 2026

7-Methoxy-2-methylquinoline → HCID 178486990, compound

https://huagongshe.com/reaction/1490920

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Methoxy-2-methylquinolineHCID 10702361—
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 178486990HCID 17848699073%

Reaction Conditions

Temperature25 °C

Reaction Steps

General procedure B was applied to 7-methoxy-2-methylquinoline (173 mg, 1.00mmol). The reaction was stirred at room temperature for 48 hours affording a 95:5 mixture of 2 monoborylated products as determined by GC-MS. 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 the major 7-methoxy-2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)quinolineproduct as a pale yellow solid (218 mg, 73%); m.p.87 -88 °C;

Provenance & Evidence

DOI10.1039/c2sc20776a
Source datasetBorylation dataset from Roche
ORD IDord-e480dfec5b664f3bbe97017be0f19814
Source noteBorylation dataset from Roche