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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778290Generated: November 1, 2026

Potassium Phosphate, Tribasic → (E)-2-((4-chlorophenyl)(4-styrylquinolin-6-yl)methyl)thiazole

https://huagongshe.com/reaction/1778290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantStyrylboronic acidHCID 5702628—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Reactant2-((4-Bromoquinolin-6-yl)(4-chlorophenyl)methyl)thiazoleHCID 118323990—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(E)-2-((4-chlorophenyl)(4-styrylquinolin-6-yl)methyl)thiazoleHCID 118324044—

Reaction Steps

A mixture of 2-((4-bromoquinolin-6-yl)(4-chlorophenyl)methyl)thiazole (28 mg, 0.0674 mmol), (E)-styrylboronic acid (19.9 mg, 0.135 mmol), Pd(OAc)2 (1.5 mg, 0.00674 mmol), SPhos (5.5 mg, 0.022 mmol) and K3PO4 (28.6 mg, 0.135 mmol) was stirred at room temperature overnight under argon. The reaction was diluted with EtOAc and water. The aqueous layer was extracted with EtOAc twice. The organic layers combined were concentrated and the crude material was purified by silica column chromatography (25% EtOAc/hexanes) to yield (E)-2-((4-chlorophenyl)(4-styrylquinolin-6-yl)methyl)thiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266835B2
Source datasetuspto-grants-2016_02
ORD IDord-263bd2f4cf234c66a37c27f058ebe4b6
Source noteuspto-grants-2016_02