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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725456Generated: November 3, 2026

Toluene → HCID 57562594, compound

https://huagongshe.com/reaction/1725456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-AminothiazoleHCID 2155—
ReactantCesium carbonateHCID 10796—
Reactant2,6-DichloropyridineHCID 16989—
SolventEthyl AcetateHCID 8857—
ProductHCID 57562594HCID 5756259463.3%

Reaction Steps

A mixture of 1.37 g (9.26 mmol) of 2-aminothiazole, 0.74 g (7.39 mmol) of 2,6-dichloropyridine, 387 mg (0.621 mmol) of (S)-(−)-2,2′-(bisdiphenylphosphino)-1,1′-binaphthyl, 322 mg (0.311 mmol) of tris(dibenzylideneacetone)dipalladium(0)-chloroform complex, 2.77 g (8.50 mmol) of cesium carbonate and 10 m1 of toluene was heated under reflux for 1 hour and 30 minutes, cooled to room temperature and diluted with ethyl acetate. An insoluble matter was filtered off using Celite and the resulting ethyl acetate solution was washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated. The residue was purified by a silica gel column chromatography to give 990 mg (4.68 mmol) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491720B2
Source datasetuspto-grants-2009_02
ORD IDord-f8c1f21bee7f481fa4f14a81514ea6a2
Source noteuspto-grants-2009_02