関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | 1-(1,3-Dihydro-isobenzofuran-4-yl)-piperazine | HCID 21073116 | — |
| 反応物 | 4-(7-Oxo-7,8-dihydro-1,8-naphthyridin-2-yloxy)butanal | HCID 21073380 | — |
| 溶媒 | 1,1-Dichloroethane | HCID 6365 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | HCID 21073484 | HCID 21073484 | 15.3% |
反応手順
To a suspension of 4-(7-oxo-7,8-dihydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde (0.257 g, 1.107 mmol, 1.1 eq) and 1-(1,3-dihydro-isobenzofuran-4-yl)-piperazine (0.204 g, 0.998 mmol, 1 eq) in dichloroethane (5 mL) was added NaBH(OAc)3 (0.433 g, 2.043 mmol, 1.84 eq). The slurry was allowed to stir overnight at room temperature (18 h). The mixture was diluted with EtOAc and quenched with saturated NaHCO3. The organic phase was then washed with brine, dried over Na2SO4, filtered and evaporated in vacuo. Purification by silica gel chromatography (2% MeOH/CH2Cl2) followed by formation of the HCl salt using 1N HCl in ether provided the title compound (0.064 g, 12%). CHN Found: C, 64.37; H, 6.54; N, 12.13. This calculates out for C24H28N4O3×0.74HCl.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07160888B2 |
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| 出典データセット | uspto-grants-2007_01 |
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| ORD ID | ord-383d6aa6824949e8889bbddd14698469 |
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| 出典メモ | uspto-grants-2007_01 |
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