関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Chlorobenzoic Acid | HCID 447 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | (2-Aminophenyl)boronic acid | HCID 2773216 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 触媒 | Sodium 2'-(dicyclohexylphosphino)-2,6-dimethoxybiphenyl-3-sulfonate | HCID 23677046 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2'-Aminobiphenyl-3-carboxylic acid | HCID 2772297 | 95.2% |
反応手順
The general procedure described in Example 3 was used with 3-chlorobenzoic acid (157 mg, 1.00 mmol), 2-aminophenylboronic acid (205 mg, 1.50 mmol), Pd(OAc)2 (2.2 mg, 0.010 mmol, 1 mol %), sodium 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl-3′-sulfonate (10.0 mg, 0.020 mmol, 2 mol %), K2CO3 (414 mg, 3.00 mmol), water (2.0 mL), 12 h, 100° C. The product was isolated as a white solid (203 mg, 95%). Mp=170° C. (lit.=173-175° C.) 1H NMR (400 MHz, d4-MeOH) δ: 8.07 (m, 1H), 7.99 (d, 1H, J=7.6 Hz), 7.65 (d, 1H, J=8.0 Hz), 7.53 (t, 1H, J=7.6 Hz), 7.13 (td, 1H, J=1.6 Hz, J=7.6 Hz), 6.84 (d, 1H, J=8.0 Hz), 6.77 (t, 1H, J=7.6 Hz). 13C NMR (125 MHz, d4-MeOH) δ: 169.9, 145.1, 141.7, 134.8, 132.6, 131.4, 131.4, 130.1, 129.9, 129.5, 128.3, 120.0, 117.6.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08735630B2 |
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| 出典データセット | uspto-grants-2014_05 |
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| ORD ID | ord-73900bd47e08434eb8fd35721eeb6353 |
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| 出典メモ | uspto-grants-2014_05 |
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