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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075208Generated: November 1, 2026

Triisopropyl borate → HCID 58415280, compound

https://huagongshe.com/reaction/2075208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriisopropyl borateHCID 21531—
ReactantHCID 58415294HCID 58415294—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58415280HCID 58415280—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-(benzofuran-5-ylmethyl)thiazole (0.68 g, 3 mmol) in THF (20 mL) was cooled to −78° C. (under argon), treated with 2.5 M n-BuLi (3.0 equiv, 3.6 mL, in hexanes), and stirred for 2 min, warmed to 0° C. for 30 min, cooled to −78° C., and treated with triisopropyl borate (1 mL, 6 mmol). After 5 min, cooling was removed and the mixture slowly warmed to room temperature and stirred for 2 h. The mixture was diluted with EtOAc, washed 1× with brine, dried over MgSO4 and evaporated to give 5-(thiazol-2-ylmethyl)benzofuran-2-ylboronic acid as a yellow solid. MS (ESI) m/z: Calculated: 259.1; Observed: 260.4 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919519B2
Source datasetuspto-grants-2011_04
ORD IDord-ef85203973c041f08aee57870b6f6de6
Source noteuspto-grants-2011_04