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HRID 222257作成日:2026年10月26日

2-Formylphenylboronic acid → 2-(2-Methyl-5-phenylpyridine-3-carbonyl)benzaldehyde

https://huagongshe.com/reaction/222257

反応式

関与物質

役割名称HCID仕込み量
反応物2-Formylphenylboronic acidHCID 292189—
反応物Tris(furan-2-yl)phosphaneHCID 521585—
反応物S-(4-methylphenyl) 2-methyl-5-phenylpyridine-3-carbothioateHCID 57722887—
触媒Cuprous 2-thiophenecarboxylateHCID 11194830—
生成物2-(2-Methyl-5-phenylpyridine-3-carbonyl)benzaldehydeHCID 57722810—

反応条件

温度50 °C

反応手順

S-(4-methylphenyl) 2-methyl-5-phenylpyridine-3-carbothioate (100 mg, 0.31 mmol), copper (I) thiophene-2-carboxylate (89.6 mg, 0.47 mmol), Pd2 dba3CHCl3 (26 mg, 0.025 mmol), tri-2-furylphosphine (17.3 mg, 0.074 mmol) and 2-formylphenylboronic acid (51.7 mg, 0.34 mmol) were combined in a dry flask. The flask was purged with argon and 3.0 mL of THF were added. Argon was bubbled through the solution for 5 minutes and the solution was stirred and heated to 50° C. After 18 hours, the reaction mixture was diluted with EtOAc, washed with 1N HCl, brine, dried over sodium sulfate, filtered, concentrated and purified by flash chromatography (100-70% hexanes/EtOAc gradient) to afford the title compound. LRMS (APCI) calculated for C20H16NO2 [M+H]+, 302.1; found 302.1.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08207186B2
出典データセットuspto-grants-2012_06
ORD IDord-524f2e4b009b4c339680a96be5303e38
出典メモuspto-grants-2012_06