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Sodium Bicarbonate → 5-((4-(Benzylamino)pyridin-3-yl)methylamino)-2-butylisoindolin-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Triacetoxyborohydride | HCID 2724942 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | 5-Amino-2-butyl-2,3-dihydro-1H-isoindol-1-one | HCID 67432065 | — |
| 反応物 | 4-(Benzylamino)nicotinaldehyde | HCID 86658033 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-((4-(Benzylamino)pyridin-3-yl)methylamino)-2-butylisoindolin-1-one | HCID 67434023 | 16.9% |
反応手順
5-Amino-2-butylisoindolin-1-one (48.1 mg, 0.236 mmol) was added to a solution of 4-(benzylamino)nicotinaldehyde (50 mg, 0.236 mmol) in acetic acid (0.5 mL). Sodium triacetoxyborohydride (100 mg, 0.471 mmol) was added and the reaction mixture was stirred for 2 days. After the addition of more triacetoxyborohydride (50 mg, 0.235 mmol) and stirring for 6 h, water and sat aqueous NaHCO3 solution were added. The mixture was extracted with EtOAc, the combined org. layers washed with water and dried (MgSO4). Purification by HPLC provided 5-((4-(benzylamino)pyridin-3-yl)methylamino)-2-butylisoindolin-1-one (16 mg, 13%). ESI-MS [M+H+]=401.2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08664214B2 |
| 出典データセット | uspto-grants-2014_03 |
| ORD ID | ord-b00caaae28b74d5cb153bb5063aaecb1 |
| 出典メモ | uspto-grants-2014_03 |