Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305100Generated: November 3, 2026

Trimethyl borate → Quinoline-3-boronic acid

https://huagongshe.com/reaction/2305100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl borateHCID 8470—
Reactant3-BromoquinolineHCID 21413—
ReactantHCID 178418306HCID 178418306—
SolventTetrahydrofuranHCID 8028—
ProductQuinoline-3-boronic acidHCID 2734663—

Reaction Conditions

Temperature-78 °C

Reaction Steps

3-Bromoquinoline (0.4 mL, 3 mmol) was dissolved in THF, and the solution was cooled to −78° C. To this solution was added t-butyllithium (4.1 mL, 7 mmol), and the reaction mixture was stirred for 20 minutes. Trimethyl borate (0.81 mL, 7.1 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 180 mg was taken directly to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06437138B1
Source datasetuspto-grants-2002_08
ORD IDord-387a7315e00647e4b642e8ed67ebf502
Source noteuspto-grants-2002_08