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Sodium triacetoxyborohydride → n-(3-Chloro-5-(trifluoromethyl)-2-pyridinylmethyl)-n'-(1h-benzimidazol-2-ylmethyl)-n'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | N-[(1H-Benzo[d]imidazol-2-yl)methyl]-N-(4-(aminomethyl)-benzyl)-5,6,7,8-tetrahydroquinolin-8-amine | HCID 21985008 | — |
| 反応物 | 3-Chloro-5-(trifluoromethyl)picolinaldehyde | HCID 22018790 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | n-(3-Chloro-5-(trifluoromethyl)-2-pyridinylmethyl)-n'-(1h-benzimidazol-2-ylmethyl)-n'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine | HCID 22018690 | 26% |
反応手順
Using General Procedure B: To a stirred solution of N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (133 mg, 0.34 mmol) and 3-chloro-5-(trifluoromethyl)-pyridine-2-carboxaldehyde (66 mg, 0.32 mmol) in CH2Cl2 (5 mL) was added NaBH(OAc)3 (93 mg, 0.44 mmol) and the mixture was stirred at room temperature for 16 h. Purification of the crude material by radial chromatography on silica gel (1 mm plate, CH2Cl2/MeOH/NH4OH, 75:1:1) afforded the desired amine (48 mg, 26%) as a yellow foam.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07084155B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-a6b46ff1aa0f44429113e55ed89eb2bc |
| 出典メモ | uspto-grants-2006_08 |