참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Binap, (A+-)- | HCID 634876 | — |
| 반응물 | (3-Thien-2-ylphenyl)methylamine | HCID 18525771 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 반응물 | 6-Bromo-4-chlorophthalazin-1(2H)-one | HCID 53308487 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | Dimethylacetamide | HCID 31374 | — |
| 생성물 | 4-Chloro-6-(3-thiophen-2-yl-benzylamino)-2H-phthalazin-1-one | HCID 24946343 | — |
반응 단계
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).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08044041B2 |
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| 출처 데이터셋 | uspto-grants-2011_10 |
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| ORD ID | ord-25db3a5b10ed4d9f828f3af732b29503 |
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| 출처 메모 | uspto-grants-2011_10 |
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