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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301871Generated: October 30, 2026

Sodium Carbonate → HCID 22350273, compound

https://huagongshe.com/reaction/2301871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluorophenylboronic acidHCID 2734354—
ReactantEthyl 2-bromothiazole-5-carboxylateHCID 3614103—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 22350273HCID 2235027337%

Reaction Conditions

Temperature80 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (0.58 g, 0.5 mmol), and a degassed solution of 2.0M Na2CO3 (10 mL) are added to a degassed solution of 2-bromo-1,3-thiazole-5-carboxylic ethyl ester (1.18 g, 5.0 mmol) and 2-fluorophenylboronic acid (0.77 g, 5.5 mmol) in DME (10 mL). The resulting suspension is stirred under argon at 80° C. for 4 hours. The reaction mixture is cooled, diluted with EtOAc, and then washed with two portions of 1.0 M NaOH, then one portion of brine. The combined organic phases are concentrated in vacuo, and the resulting oil purified with flash chromatography. Yield 37%. HRMS (FAB) calculated for C12H10FNO2S+H 252.0495, found 252.0496.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500840B2
Source datasetuspto-grants-2002_12
ORD IDord-f4646ad35c214f76866fdb910a631e91
Source noteuspto-grants-2002_12