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Sodium Carbonate → Benzoic acid N'-[3-biphenyl-3-yl-propionyl]-N'-isopropyl-hydrazide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Phenylboronic Acid | HCID 66827 | — |
| 反応物 | benzoic acid N'-[3-(3-bromo-phenyl)-propionyl]-N'-isopropyl-hydrazide | HCID 57560133 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | Benzoic acid N'-[3-biphenyl-3-yl-propionyl]-N'-isopropyl-hydrazide | HCID 57560135 | 70% |
反応手順
A solution of benzoic acid N′-[3-(3-bromo-phenyl)-propionyl]-N′-isopropyl-hydrazide (100 mg, 0.26 mmol) in DME (5 ml)/2M Na2CO3 (450 μL, 0.90 mmol) was treated with phenylboronic acid (47 mg, 0.39 mmol) and Pd[PPh3]4 (30 mg, 0.026 mmol) for 18 hours at 90° C. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with a 30-50% ethyl acetate/hexanes gradient to afford the product as a solid (69 mg, 70%). LC-MS m/e 387.19 (M+H+)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07485752B2 |
| 出典データセット | uspto-grants-2009_02 |
| ORD ID | ord-5d35a52891f149ee8cf2d43ec6db9797 |
| 出典メモ | uspto-grants-2009_02 |