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Sodium triacetoxyborohydride → 4-[(4-tert-Butylmorpholin-2-yl)methyl]-N-(3,4-dichlorophenyl)piperazine-1-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | N-(3,4-Dichlorophenyl)piperazine-1-carboxamide | HCID 16775732 | — |
| 反応物 | 4-Tert-butylmorpholine-2-carbaldehyde | HCID 57656913 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-[(4-tert-Butylmorpholin-2-yl)methyl]-N-(3,4-dichlorophenyl)piperazine-1-carboxamide | HCID 57656739 | 19.4% |
反応手順
A solution of 4-tert-butylmorpholine-2-carbaldehyde (154 mg) and N-(3,4-dichlorophenyl)piperazine-1-carboxamide (247 mg) in dichloromethane (20 mL) was stirred at room temperature under argon. Sodium triacetoxyborohydride (381 mg) was added and the mixture was stirred overnight. The reaction was quenched with water and partitioned between water and dichloromethane. The organic layer was washed with saturated aqueous sodium hydrogen carbonate and then brine, dried (Na2SO4), filtered and concentrated. The residue was purified on the Isco™ Companion (12 g column: 0-11% MeOH in DCM) to give the title compound as a white solid (75 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08710224B2 |
| 出典データセット | uspto-grants-2014_04 |
| ORD ID | ord-541840efc95d48f4a8c06124ee405eb1 |
| 出典メモ | uspto-grants-2014_04 |