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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172399Generated: November 3, 2026

Toluene → HCID 57562594, compound

https://huagongshe.com/reaction/1172399

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 ml 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 numberUS07834018B2
Source datasetuspto-grants-2010_11
ORD IDord-664342d1e05f4d81b4b4c4503b0c2144
Source noteuspto-grants-2010_11