関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 反応物 | Cesium fluoride | HCID 25953 | — |
| 反応物 | 1-Bromo-4-iodo-2-methoxybenzene | HCID 12187202 | — |
| 反応物 | 2-Amino-4-cyanobenzeneboronic acid hydrochloride | HCID 44118766 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-Amino-4'-bromo-3'-methoxybiphenyl-4-carbonitrile | HCID 59408882 | — |
反応手順
To a mixture of the product from Step 1, -bromo-4-iodo-2-methoxybenzene (750 mg, 2.4 mmol), CsF (1.09 g, 7.2 mmol), (2-amino-4-cyanophenyl)boronic acid hydrochloride (390 mg, 2.4 mmol), and Pd(PPh3)4 (277 mg, 0.24 mmol) was added DME (15 mL) under nitrogen. It was then heated to 100° C. After 36 hours, EtOAc and water were added to the resulting thick red suspension. The organic layer was washed with brine, dried over Na2SO4, and the solvent was removed in vacuo. The residue was purified on silica (gradient elution, 3-50% EtOAc/hexanes) to yield the title compound as a red oil. LRMS (M+H)+=303.1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08377874B2 |
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| 出典データセット | uspto-grants-2013_02 |
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| ORD ID | ord-f67ab53650414a3d9211dda5317f50ee |
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| 出典メモ | uspto-grants-2013_02 |
|---|
