関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 4-(3-Piperidin-1-ylpropoxy)benzaldehyde | HCID 2766324 | — |
| 反応物 | 1-(4-Piperidinyl)-1H-benzimidazole | HCID 3019262 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 1-{1-[4-(3-Piperidin-1-yl-propoxy)-benzyl]-piperidin-4-yl}-1H-benzoimidazole | HCID 10159947 | — |
| 生成物 | Ammonia dichloromethane | HCID 22731429 | 1% |
反応手順
A solution of the product of Example 9 (82 mg), 1-Piperidin-4-yl-1H-benzoimidazole (62 mg), and acetic acid (0.03 mL) in DCM (3 mL) was treated with sodium triacetoxyborohydride (110 mg). After 16 h, the resulting mixture was treated with 10% sodium hydroxide (5 mL) and extracted with DCM (3×10 mL). The combined organic phases were dried (sodium sulfate) and evaporated. Chromatography of the residue (1-5% 2 M methanolic ammonia/DCM) gave the title compound as a colorless oil (81 mg). 1H NMR (400 MHz, CDCl3): 7.98 (s, 1H), 7.80 (m, 1H), 7.42 (m, 1H), 7.30-7.20 (m, 4H), 6.87 (d, J=8.6 Hz, 2H), 4.18 (m, 1H), 4.00 (t, J=6.3 Hz, 2H), 3.52 (s, 2H), 3.10-3.03 (m, 2H), 2.48 (m, 2H), 2.41 (br, 4H), 2.21-2.10 (m, 5H), 2.01-1.94 (m, 2H), 1.62-1.55 (m, 4H), 1.47-1.39 (m, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07429586B2 |
|---|
| 出典データセット | uspto-grants-2008_09 |
|---|
| ORD ID | ord-754138a0ac244b37a90016f926498ac1 |
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| 出典メモ | uspto-grants-2008_09 |
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