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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594759Generated: October 30, 2026

Water → HCID 69081602, compound

https://huagongshe.com/reaction/594759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 69084093HCID 69084093—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 69081602HCID 69081602—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 7-(2-bromophenyl)-1-(3-(thiazol-2-yl)benzyl)azepan-2-one (preparation described in example 450; 50 mg; 0.11 mmol), commercially available pyridin-3-ylboronic acid (14 mg; 0.11 mmol), and Pd(PPh3)4 (7 mg; 0.006 mmol) in THF (2 ml), and aq. 2 M Na2CO3 (0.2 ml) was heated to 80° C., under nitrogen, for 24 h. After cooling to rt, water and AcOEt were added. The separated aq. layer was further extracted with AcOEt. The mixed organic layers were washed with brine, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.63 min.; [M+H]+: 440.15 g/mol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242970B2
Source datasetuspto-grants-2016_01
ORD IDord-6807279642b043beb60b93e8e6dfe253
Source noteuspto-grants-2016_01