Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Diisopropylethylamine → 1-(2-Hydroxy-2-methyl-propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-amide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Bis(2-oxo-3-oxazolidinyl)phosphinic chloride | HCID 152842 | — |
| 반응물 | 1-(2-Hydroxy-2-methylpropyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydropyrazole-4-carboxylic Acid | HCID 53393430 | — |
| 반응물 | 1-(4-Amino-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-one | HCID 58168367 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 용매 | Water ethylacetate | HCID 22728543 | — |
| 생성물 | 1-(2-Hydroxy-2-methyl-propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-amide | HCID 58168068 | 30.4% |
반응 단계
Compound 137 (50 mg, 0.16 mmol), 1-(2-hydroxy-2-methyl-propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (57 mg, 0.26 mmol), BOP-Cl (63 mg, 0.25 mmol), and DIEA (0.08 mL, 0.49 mmol) were suspended in dioxane (2 mL), and stirred overnight at room temperature. The reaction mixture was diluted with EtOAc/H2O, and filtered through an Extrelut column. The column was washed with EtOAc and the filtrate was concentrated. The crude material was purified via Biotage eluting with a gradient of 0 to 10% MeOH in CH2Cl2 to provide 209 (28 mg, 30% yield) as a white solid. LC-MS (M+H=576, obsd.=576).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08735584B2 |
| 출처 데이터셋 | uspto-grants-2014_05 |
| ORD ID | ord-b6429d7bb64d4c8cb1f7e92751897dc1 |
| 출처 메모 | uspto-grants-2014_05 |