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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1780315Generated: October 31, 2026

Trimethyl borate → (1-Methyl-1H-indol-2-yl)boronic acid

https://huagongshe.com/reaction/1780315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl borateHCID 8470—
Reactant1-MethylindoleHCID 11781—
ReactantCID 53628100HCID 178418400—
SolventTetrahydrofuranHCID 8028—
Product(1-Methyl-1H-indol-2-yl)boronic acidHCID 22733820—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1-Methylindole (0.38 mL, 3 mmol) was dissolved in THF (10 mL), and the solution was cooled to -78° C. To this solution was added sec-butyllithium (1.9 mL, 2.5 mmol), and the reaction mixture was stirred for 20 minutes. Trimethyl borate (0.34 mL, 3 mmol) was added at -78° C., and the mixture was stirred and allowed to warm to room temperature. The reaction was quenched with water, and the solvents were removed under vacuum. The residue was taken directly to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05629325
Source datasetuspto-grants-1997_05
ORD IDord-2ac157a8342b4dd3b49aa03889c84afe
Source noteuspto-grants-1997_05