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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038387Generated: November 1, 2026

Sodium Carbonate → HCID 70341698, compound

https://huagongshe.com/reaction/2038387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAmmonium ChlorideHCID 25517—
Reactant(3-Cyano-5-fluorophenyl)boronic acidHCID 23435605—
ReactantEthyl 5-bromo-4-(3-chlorophenyl)-1,3-thiazole-2-carboxylateHCID 70801641—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 70341698HCID 70341698—

Reaction Conditions

Temperature80 °C

Reaction Steps

At room temperature, 7.2 ml of an aqueous 2M sodium carbonate solution and 167 mg (0.144 mmol) of tetrakis(triphenylphosphine)palladium are added to 1.00 g (2.89 mmol) of the compound from Example 5A and 714 mg (4.33 mmol) of the boronic acid from Example 22A in 40 ml of DME, and the mixture is subsequently stirred at 80° C. for 24 h. A saturated aqueous ammonium chloride solution is added, and the reaction mixture is subsequently extracted with dichloromethane. The organic phase is dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue is purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient). 606 mg (53% of theory) of the title compound having a purity of 90% are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575357B2
Source datasetuspto-grants-2013_11
ORD IDord-152ee68b846f409b85961a50caac29ed
Source noteuspto-grants-2013_11