参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 碳酸钾 | HCID 11430 | — |
| 反应物 | 三苯基膦 | HCID 11776 | — |
| 反应物 | 3-氰基苯硼酸 | HCID 2734325 | — |
| 反应物 | 2-(3-Bromo-4-methylphenyl)-1,3-benzoxazole | HCID 21990996 | — |
| 催化剂 | HCID 178418476 | HCID 178418476 | — |
| 溶剂 | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| 产物 | 5'-(1,3-Benzoxazol-2-yl)-2'-methyl-1,1'-biphenyl-3-carbonitrile | HCID 21990975 | — |
反应步骤
A mixture of 3-cyano-phenylboronic acid (183 mg, 1.3 mmol), 2-(3-bromo-4-methylphenyl)-1,3-benzoxazole (300 mg, 1.04 mmol), dichlorobis(triphenylphosphine)palladium(II) (36.5 mg, 0.052 mmol), triphenylphosphine (27 mg, 0.104 mmol), and potassium carbonate (287 mg, 2.08 mmol) in degassed DME/H2O (5:1, 18 mL) was heated to 80° C. for 18 h. The mixture was cooled to rt and the two layers were separated and the aqueous layer was extracted with EtOAc (3×). The organics were combined, dried over Na2SO4, and evaporated to dryness to give a clear solid. Purification of the crude by flash chromatography on silica gel eluting with a gradient of EtOAc:hexanes (0 to 30 min: 0 to 20% EtOAc) afforded 5′-(1,3-benzoxazol-2-yl)-2′-methyl-1,1′-biphenyl-3-carbonitrile a colorless solid.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 专利号 | US07087601B2 |
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| 来源数据集 | uspto-grants-2006_08 |
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| ORD ID | ord-ddda68329a1d47baa4ac6fb0eabd16f4 |
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| 来源说明 | uspto-grants-2006_08 |
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