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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12452Generated: October 25, 2026

Cesium carbonate → 4-Methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/12452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Naphthaleneboronic acidHCID 254532—
ReactantEthyl 5-bromo-4-methylthiazole-2-carboxylateHCID 59338079—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product4-Methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid ethyl esterHCID 59338449—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 5-bromo-4-methyl-thiazole-2-carboxylic acid ethyl ester (60 mg, 0.24 mmol) in 1,4-dioxane (2 ml) is added 1-naphthaleneboronic acid (50 mg, 0.29 mmol), cesium carbonate (187 mg, 0.58 mmol) and Pd(PPh3)4 (28 mg, 0.024 mmol). The reaction mixture is stirred in a sealed tube at 110° C. overnight. After cooling to rt, the mixture is purified by PTLC to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728009B1
Source datasetuspto-grants-2010_06
ORD IDord-9f1c3eae5e914686a5941e976dd60d69
Source noteuspto-grants-2010_06