関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Potassium Permanganate | HCID 516875 | — |
| 反応物 | Sodium Bisulfite | HCID 23665763 | — |
| 反応物 | HCID 66666278 | HCID 66666278 | — |
| 触媒 | Tributylmethylammonium chloride | HCID 91822 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | HCID 66665909 | HCID 66665909 | — |
反応手順
To a solution of tributylmethylammonium chloride (0.970 g, 4.11 mmol) in DCM (15 ml) at RT under nitrogen was added potassium permanganate (0.650 g, 4.11 mmol) portionwise over 10 minutes. The mixture was cooled to 0° C. and treated dropwise with a solution of tert-butyl 2,3-dip-tolylpyrido[2,3-b]pyrazine-5(6H)-carboxylate (step 2) (1 g, 2.418 mmol) in DCM (10 ml). A solution of sodium bisulfite (1.510 g, 14.51 mmol) in water (12.5 ml) was added keeping the temperature <10° C. The mixture was filtered through Celite® (filter material), washing with DCM. The phases were separated and the organic portion was washed with brine, dried (sodium sulphate), filtered and the solvent was removed in vacuo. The crude product was dissolved in DCM and purified by chromatography on silica eluting with 30-50% EtOAc in iso-hexanes to afford the title compound;
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08754085B2 |
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| 出典データセット | uspto-grants-2014_06 |
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| ORD ID | ord-5e2b1906b94441489d4cd006247cd8ce |
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| 出典メモ | uspto-grants-2014_06 |
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