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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870700Generated: November 1, 2026

Pyridine → 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl isopropylcarbamate

https://huagongshe.com/reaction/870700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTetrahydrofuranHCID 8028—
Reactant4-Nitrophenyl chloroformateHCID 82129—
Reactant4-(Hydroxymethyl)benzeneboronic acid pinacol esterHCID 11402050—
Product4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl isopropylcarbamateHCID 86696402—

Reaction Steps

To a solution of [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanol (2.34 g, 10 mmol) and pyridine (890 ul, 11 mmol) in THF (50 ml) at rt was added dropwise a solution of 4-nitrophenyl chloroformate (2.22 g, 11 mmol) in THF (10 ml). The reaction mixture was stirred at rt for overnight. The precipitate was removed by filtration. The filtrate was concentrated to give the desired compound (4.2 g, may contain some pyridine HCl salt).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969565B2
Source datasetuspto-grants-2015_03
ORD IDord-6023c19c56124c9f82c072db10e2be56
Source noteuspto-grants-2015_03