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Benzyl Bromide → 3-[Benzyl-(pyridine-3-sulfonyl)-amino]-benzoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl Bromide | HCID 7498 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 3-(Pyridine-3-sulfonylamino)-benzoic acid tert-butyl ester | HCID 67310872 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| 生成物 | 3-[Benzyl-(pyridine-3-sulfonyl)-amino]-benzoic acid | HCID 67310789 | 53.1% |
反応手順
A solution of 3-(Pyridine-3-sulfonylamino)-benzoic acid tert-butyl ester (99 mg, 0.3 mmol), benzyl bromide (39 μL, 0.32 mmol) and Cesium Carbonate (145 mg, 0.4 mmol) in dimethylformamide (5 ml) was stirred for 16 hrs. The reaction was diluted with ethyl acetate (50 ml) and washed with water (6×100 ml). The organic layer was separated, dried over magnesium sulfate and concentrated in vacuo to give a yellow oil. The oil was dissolved in trifluoroacetic acid/dichloromethane (1:5 v/v) (10 ml), stirred for 3 hrs and then concentrated in vacuo to afford the title compound as a white solid (58.7 mg). HPLC retention time 4.31 min. Mass spectrum (APCI+) m/z 369 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09447033B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-95c46d306a314f198fa1f310bd5902d8 |
| 出典メモ | uspto-grants-2016_09 |