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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976594Generated: October 30, 2026

Thiophene-3-boronic acid → Methyl 5-(thiophen-3-yl)pyridine-3-carboxylate

https://huagongshe.com/reaction/1976594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophene-3-boronic acidHCID 581760—
ReactantHCID 23436229HCID 23436229—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 5-(thiophen-3-yl)pyridine-3-carboxylateHCID 23004855—

Reaction Conditions

Temperature90 °C

Reaction Steps

Methyl-3-bromo-nicotinate and 3-thiophene boronic acid were dissolved in degassed dioxane (25 mL). To the homogeneous solution was added Pd((Ph3)4P)). The reaction was heated to 90° C. for 18 hours and then cooled to room temperature and concentrated. The residue was taken up into EtOAc and water. The layers were then separated and the organics washed with brine and dried (MgSO4). Flash LC (60% Hexanes/EtOAc) gave the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06228871B1
Source datasetuspto-grants-2001_05
ORD IDord-5f86f036c18f4dd29a7537145d3857c0
Source noteuspto-grants-2001_05