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Sodium Carbonate → Benzoic acid N'-[3-(4'-fluoro-biphenyl-2-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 | 4-Fluorophenylboronic acid | HCID 285645 | — |
| 反応物 | Benzoic acid N'-[3-(2-bromo-phenyl)-propionyl]-N'-isopropyl-hydrazide | HCID 57560116 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | Benzoic acid N'-[3-(4'-fluoro-biphenyl-2-yl)-propionyl]-N'-isopropyl--hydrazide | HCID 57560104 | 79% |
反応手順
A solution of benzoic acid N′-[3-(2-bromo-phenyl)-propionyl]-N′-isopropyl-hydrazide (50 mg, 0.13 mmol) in DME (4 ml)/2M Na2CO3 (225 μL, 0.45 mmol) was treated with 4-fluoro-phenylboronic acid (29 mg, 0.19 mmol) and Pd[PPh3]4 (15 mg, 0.013 mmol) for 18 hours at 90° C. The reaction mixture was partitioned between water and dichloromethane. 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 20-50% ethyl acetate/hexanes gradient to afford the product as a solid (41 mg, 79%). LC-MS m/e 405.25 (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-e7f1996252c84ec9bcad1ead4418e2ed |
| 出典メモ | uspto-grants-2009_02 |