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Sodium borohydride → {4-[2-(Aminomethyl)phenyl]phenyl}-n-{2-[n-(5-chloro(2-pyridyl))carbamoyl]-phenyl}carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}[4-(2-cyanophenyl)phenyl)carboxamide | HCID 22596431 | — |
| 触媒 | Cobalt(II) chloride | HCID 24288 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | {4-[2-(Aminomethyl)phenyl]phenyl}-n-{2-[n-(5-chloro(2-pyridyl))carbamoyl]-phenyl}carboxamide | HCID 18727717 | 43.1% |
反応手順
A mixture of N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}[4-(2-cyanophenyl)phenyl]carboxamide (200 mg, 0.442 mmol, 1.0 equiv.), cobalt chloride (86 mg, 0.664 mmol, 1.5 equiv.) and sodium borohydride (50 mg, 1.33 mmol, 3.0 equiv.) in DMF (15 mL) was stirred at 0° C. to rt for 3 days. The reaction was quenched with ice cubes, diluted with DCM (100 mL) and filtered through celite. The filtrate was washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4, filtered, evaporated and HPLC (C18 reversed phase) eluting with 0.1% TFA in H2O/CH3CN gave {4-[2-(aminomethyl)phenyl]phenyl)-N-(2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}carboxamide (87 mg, 43%). MS found for C26H21ClN4O2 (M+H)+: 457.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07727982B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-df56acc56a7b43ff82539f9c599b7997 |
| 出典メモ | uspto-grants-2010_06 |