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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536620Generated: October 29, 2026

Sodium Carbonate → HCID 67254651, compound

https://huagongshe.com/reaction/536620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 67254789HCID 67254789—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67254651HCID 6725465188.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of ethyl 3-(5-bromo-4-(4-cyano-2-methylphenyl)thiophen-3-yl)propanoate (35 mg, 0.09 mmol), 4-methoxyphenylboronic acid (16 mg, 0.10 mmol), Na2CO3 (19 mg, 0.18 mmol), Pd(PPh3)2Cl2 (6 mg, 0.009 mmol) in a mixture of dioxane and H2O (5 mL, 4:1) was stirred at 100° C. overnight under nitrogen. The mixture was neutralized to pH=5, and extracted with EtOAc. The organic layer was concentrated, and purified by preparative TLC to give 3-(4-(4-cyano-2-methylphenyl)-5-(4-methoxyphenyl)thiophen-3-yl)propanoic acid (30 mg, yield 86%) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859611B2
Source datasetuspto-grants-2014_10
ORD IDord-c57bcea54dae4df4b3ce1b5a048dc67f
Source noteuspto-grants-2014_10