関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2-Formylphenylboronic acid | HCID 292189 | — |
| 反応物 | Tris(furan-2-yl)phosphane | HCID 521585 | — |
| 反応物 | S-(4-methylphenyl) 2-methyl-5-phenylpyridine-3-carbothioate | HCID 57722887 | — |
| 触媒 | Cuprous 2-thiophenecarboxylate | HCID 11194830 | — |
| 生成物 | 2-(2-Methyl-5-phenylpyridine-3-carbonyl)benzaldehyde | HCID 57722810 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08207186B2 |
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| 出典データセット | uspto-grants-2012_06 |
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| ORD ID | ord-524f2e4b009b4c339680a96be5303e38 |
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| 出典メモ | uspto-grants-2012_06 |
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