Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,4-Dioxane → 1-(3,3-Dimethylcyclobutyl)-3-(2-fluoro-5-(2-((2-methoxyethyl)amino)-7-methylpyrido[2,3-d]pyrimidin-6-yl)-4-methylphenyl)urea
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,4-Dioxane | HCID 31275 | — |
| 반응물 | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| 반응물 | 3,3-Dimethylcyclobutanecarboxylic acid | HCID 215106 | — |
| 반응물 | 6-(5-Amino-4-fluoro-2-methylphenyl)-N-(2-methoxyethyl)-7-methylpyrido[2,3-d]pyrimidin-2-amine | HCID 89813495 | — |
| 생성물 | 1-(3,3-Dimethylcyclobutyl)-3-(2-fluoro-5-(2-((2-methoxyethyl)amino)-7-methylpyrido[2,3-d]pyrimidin-6-yl)-4-methylphenyl)urea | HCID 89814138 | 13% |
반응 단계
Treat a solution of 6-(5-amino-4-fluoro-2-methylphenyl)-N-(2-methoxyethyl)-7-methylpyrido[2,3-d]pyrimidin-2-amine (0.270 g, 0.791 mmol) in dioxane (5 mL) with 3,3-dimethylcyclobutane carboxylic acid (0.122 g, 0.949 mmol) followed by DPPA (0.261 g, 0.949 mmol) and TEA (0.160 g, 1.582 mmol), stir at RT for 20 minutes, heat to 90° C. for 2 h and then cool to RT overnight. Concentrate the mixture to dryness, purify via silica gel chromatography (20-100% EtOAc/Hexanes) and triturate with MeCN. Collect the resulting material via filtration and re-purify via silica gel chromatography (20-100% EtOAc/Hexanes) to afford the title compound as a yellow solid (55 mg, 13% yield). MS (m/z): 467.3 (M+1).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09334267B2 |
| 출처 데이터셋 | uspto-grants-2016_05 |
| ORD ID | ord-845ad886205a445794e9c6a363de62d1 |
| 출처 메모 | uspto-grants-2016_05 |