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HRID 1004607作成日:2026年10月24日

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

https://huagongshe.com/ja/reaction/1004607

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-DimethoxyethaneHCID 8071—
反応物2-Thiopheneboronic acidHCID 2733960—
反応物Barium hydroxideHCID 6093286—
反応物2-Trifluoromethanesulfonyloxy-5-pyridinecarboxylic acidHCID 15411143—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒WaterHCID 962—
生成物6-(Thiophen-2-Yl)Pyridine-3-Carboxylic AcidHCID 15411144—

反応手順

A mixture of 2-trifluoromethanesulfonyloxy-5-pyridine-carboxylic 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(triphenyl-phosphine) 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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06051574
出典データセットuspto-grants-2000_04
ORD IDord-decd5796fac84f568afe440fd831a831
出典メモuspto-grants-2000_04