関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Isobutylamine | HCID 6558 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | HCID 178458533 | HCID 178458533 | — |
| 溶媒 | Acetic acid methylene chloride | HCID 21922555 | — |
| 生成物 | HCID 178448991 | HCID 178448991 | 56% |
反応手順
A solution of 2-[5-(benzyloxy)-2-isopropoxyphenyl]-3H-imidazo[4,5-b]pyridine-6-carbaldehyde (50 mg) and 2-methylpropan-1-amine (14 mg) in 10% acetic acid-dichloromethane (2 ml) was stirred at room temperature for 20 min. Sodium triacetoxyborohydride (55 mg) was added, and the mixture was stirred at room temperature for 18 hr. Water was added to the reaction mixture, and the mixture was extracted with dichloromethane. The extract was washed with water and concentrated. The residue was purified by preparative HPLC. Saturated aqueous sodium hydrogencarbonate solution was added to the obtained fraction to neutralize the mixture, and the mixture was extracted with dichloromethane. The extract was concentrated to give the title compound (32 mg, yield 56%) as colorless crystals. melting point 101-103° C. purity 97%. M+H: 445. 1H NMR (CDCl3) δ: 0.92 (6H, dd, J=6.6, 1.7 Hz), 1.49 (6H, dd, J=5.9, 1.6 Hz), 1.70-1.85 (1H, m), 2.50 (2H, d, J=6.8 Hz), 3.97 (2H, s), 4.71-4.78 (1H, m), 5.15 (2H, s), 6.98-7.08 (2H, m), 7.31-7.50 (5H, m), 8.05 (1H, s), 8.18 (1H, s), 8.33 (1H, s).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08124617B2 |
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| 出典データセット | uspto-grants-2012_02 |
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| ORD ID | ord-8fde4093294841fc9628fa4abf0d91a0 |
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| 出典メモ | uspto-grants-2012_02 |
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