Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Binap, (A+-)- → 4-chloro-6-(3-isopropoxy-benzylamino)-2H-phthalazin-1-one
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Binap, (A+-)- | HCID 634876 | — |
| 반응물 | 1-(3-Isopropoxyphenyl)methanamine | HCID 2760935 | — |
| 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-isopropoxy-benzylamino)-2H-phthalazin-1-one | HCID 24948345 | 21.8% |
반응 단계
A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (156 mg, 0.601 mmol), 1-(3-isopropoxyphenyl)methanamine (116 mg, 0.702 mmol), Pd2(dba)3 (53 mg, 0.0578 mmol), rac-BINAP (113 mg, 0.181 mmol) and NaOtBu (139 mg, 1.445 mmol) in DMA (6 mL) was heated at 85° C. for 2 h. The mixture was allowed to cool, diluted with EtOAc and washed with water. The organic layer was washed with sat.aq. NaHCO3, brine and dried (Na2SO4). Chromatography on silica (EtOAc/hexanes) afforded 4-chloro-6-(3-isopropoxy-benzylamino)-2H-phthalazin-1-one (45 mg) as an off white solid, 1H (400 MHz, d6-DMSO) δ: 1.22 (d, 6H), 4.40 (d, 2H), 4.57 (quintet, 1H), 6.80 (m, 2H), 6.91 (m, 2H), 7.16 (dd, 1H), 7.22 (t, 1H), 7.64 (t, 1H), 7.92 (d, 1H), 12.34 (s, 1H) ppm; m/z (M+1) 344.01.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08349836B2 |
| 출처 데이터셋 | uspto-grants-2013_01 |
| ORD ID | ord-16682b0598ad4ef38a7b5359d0c89495 |
| 출처 메모 | uspto-grants-2013_01 |