Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2,4-Dichloropyrimidine → 6-(2-Chloropyrimidin-4-yl)-4-[6-tri-fluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2,4-Dichloropyrimidine | HCID 77531 | — |
| 반응물 | Potassium Fluoride | HCID 522689 | — |
| 반응물 | 6-Oxo-5-[6-tri-fluoromethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-1-(2-trimethylsilanylethoxymethyl)-1,6-dihydropyridazine-3-boronic acid | HCID 68680596 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 6-(2-Chloropyrimidin-4-yl)-4-[6-tri-fluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one | HCID 86611607 | — |
반응 단계
6-Oxo-5-[6-tri-fluoromethyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-1-(2-trimethylsilanylethoxymethyl)-1,6-dihydropyridazine-3-boronic acid, 2,4-di-chloropyrimidine, potassium fluoride and tris(dibenzylideneacetone)dipalladium(0) are dissolved in dry THF and degassed with argon for 10 minutes. Tri-tert-butyl-phosphonium tetrafluoroborate is added, and the reaction mixture is stirred at room temperature for 16 hours. LC-MS analysis shows complete conversion. The solvent is removed in a rotary evaporator, the residue is dissolved in DMF and the crude product is purified by preparative RP-HPLC (0-100% acetonitrile in water (+0.01% trifluoroacetic acid)). MS (ES+) m/z 653 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07727989B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-de6193c7d6a84e4199662d280a686708 |
| 출처 메모 | uspto-grants-2010_06 |