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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491494Generated: October 26, 2026

1-(2-Methoxyphenyl)isoquinoline → 1-[2-Methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]isoquinoline

https://huagongshe.com/reaction/1491494

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Methoxyphenyl)isoquinolineHCID 23159734—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
ReagentN,N-Dibenzyl-N'-(pyridin-2-ylmethylene)hydrazineHCID 67601456—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventTetrahydrofuranHCID 8028—
Product1-[2-Methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]isoquinolineHCID 10154793888%

Reaction Conditions

Temperature50 °C

Reaction Steps

Following the general procedure, precipitation from the reaction crude with hexane and trituration afforded 9i (159 mg, 88 %) as a pale solid.

Provenance & Evidence

DOI10.1002/anie.201104544
Source datasetBorylation dataset from Roche
ORD IDord-2dd73b1c305947e1a593c90545f7d2d2
Source noteBorylation dataset from Roche