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HRID 1845478作成日:2026年10月27日

Potassium Carbonate → 2-Furancarboxylic acid, 4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester

https://huagongshe.com/reaction/1845478

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 4912908—
反応物Methyl 4-bromofuran-2-carboxylateHCID 12239443—
触媒HCID 178418851HCID 178418851—
溶媒WaterHCID 962—
溶媒1,4-DioxaneHCID 31275—
生成物2-Furancarboxylic acid, 4-(1-methyl-1H-pyrazol-5-yl)-, methyl esterHCID 5782657226.2%

反応手順

A solution of methyl 4-bromo-2-furancarboxylate (470 mg, 2.29 mmol), potassium carbonate (1.58 g, 11.46 mmol), 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (525 mg, 2.52 mmol) [prepared according to Preparation 7] and bis(tri-t-butylphosphine)palladium(0) (58.6 mg, 0.115 mmol) in 1,4-Dioxane (9.5 ml) and water (1.9 ml) was stirred at 80° C. in a sealed tube for 1 h. The solution was partitioned between H2O-DCM and the aqueous phase was washed several times with DCM. The combined organic fractions were dried over Na2SO4, concentrated and purified via column chromatography (30% EtOAc in hexanes) affording methyl 4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylate (124 mg, 0.60 mmol, 26% yield) as a white powder: LCMS (ES) m/e 206 (M+H)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08946278B2
出典データセットuspto-grants-2015_02
ORD IDord-9519a91bb74f4980893f6b109b5fef6d
出典メモuspto-grants-2015_02