関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Binap, (A+-)- | HCID 634876 | — |
| 反応物 | (3-Thien-2-ylphenyl)methylamine | HCID 18525771 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 反応物 | 6-Bromo-4-chlorophthalazin-1(2H)-one | HCID 53308487 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | Dimethylacetamide | HCID 31374 | — |
| 生成物 | 4-Chloro-6-(3-thiophen-2-yl-benzylamino)-2H-phthalazin-1-one | HCID 24946343 | — |
反応手順
A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.58 mmol), 3-thiophen-2-yl-benzylamine (121 mg, 0.64 mmol), Pd2(dba)3 (53 mg, 0.058 mmol), rac-BINAP (108 mg, 0.17 mmol) and NaOt-Bu (140 mg, 1.45 mmol) in DMA (6 mL) was heated at 80° C. for 1 h. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with water (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) yielded the title compound. 4-Chloro-6-(3-thiophen-2-yl-benzylamino)-2H-phthalazin-1-one: 69 mg (32.3%): m/z (M+H)=368. 1H-NMR (DMSO-d6) δ: 12.34 (s, 1H), 7.93 (d, 1H), 7.70 (m, 2H), 7.54 (m, 2H), 7.48 (dd, 1H), 7.39 (m, 1H), 7.32 (m, 1H), 7.18 (dd, 1H), 7.13 (m, 1H), 6.86 (s, 1H), 4.47 (d, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08044041B2 |
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| 出典データセット | uspto-grants-2011_10 |
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| ORD ID | ord-25db3a5b10ed4d9f828f3af732b29503 |
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| 出典メモ | uspto-grants-2011_10 |
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