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HRID 1418423Erstellt: 27. Oktober 2026

1,2-Dimethoxyethane → 6-(Thiophen-2-Yl)Pyridine-3-Carboxylic Acid

https://huagongshe.com/reaction/1418423

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DimethoxyethaneHCID 8071—
Edukt2-Thiopheneboronic acidHCID 2733960—
EduktBarium hydroxideHCID 6093286—
Edukt2-Trifluoromethanesulfonyloxy-5-pyridinecarboxylic acidHCID 15411143—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelWaterHCID 962—
Produkt6-(Thiophen-2-Yl)Pyridine-3-Carboxylic AcidHCID 15411144—

Reaktionsschritte

A mixture of 2-trifluoromethanesulfonyloxy-5-pyridinecarboxylic acid (0.442 g, 1.72 mmol), 2-thienylboronic acid (1.56 g, 12.79 mmol), barium hydroxide (0.813 mg, 2.58 mmol), DME (8 mL) and water (1.5 mL) is purged with dry argon. Tetrakis(triphenylphosphine) palladium(0) (99.0 mg, 0.086 mmol) is added, and the resultant solution is stirred at 80° C. for 4 hours. The solvents are evaporated in vacuo, and the residue is partitioned between EtOAc and water. The aqueous extract is separated, and extracted with EtOAc. The organic extracts are combined, washed with sat. aq. NaHCO3 and 5% aq. Na2S2O3, dried, (Na2SO4) and the solvent is evaporated in vacuo. The residue is purified by chromatography to afford the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05883105
Quelldatensatzuspto-grants-1999_03
ORD IDord-037370866b484ec0b11ce18670854d1c
Quellennotizuspto-grants-1999_03