Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2237414생성일: 2026년 10월 26일
Cesium carbonate → N'-(5-chloro-1,3-benzodioxol-4-yl)-N-[2-methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]pyrimidine-2,4-diamine
https://huagongshe.com/reaction/2237414
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 반응물 | 2-chloro-N-(5-chloro-1,3-benzodioxol-4-yl)pyrimidin-4-amine | HCID 42631684 | — |
| 반응물 | 2-Methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-amine | HCID 57004220 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | N'-(5-chloro-1,3-benzodioxol-4-yl)-N-[2-methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]pyrimidine-2,4-diamine | HCID 42645269 | 16% |
반응 단계
2-Methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-amine (71 mg), palladium acetate (1 mg), Xantphos (24 mg), caesium carbonate (166 mg) and 2-chloro-N-(5-chloro-1,3-benzodioxol-4-yl)pyrimidin-4-amine (117 mg) were dissolved in dioxane (4 ml) under nitrogen and heated in a microwave reactor at 150° C. for 60 minutes. The reaction was cooled and partitioned between ethyl acetate and water. The organic layer was dried and concentrated to give a brown solid that was purified by reverse phase chromatography to give N′-(5-chloro-1,3-benzodioxol-4-yl)-N-[2-methyl-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]pyrimidine-2,4-diamine as a yellow solid (25 mg, 13%); NMR Spectrum (300 MHz, CDCl3) 2.30 (s, 3H), 2.37 (s, 3H), 2.55 (br s, 4H), 3.64 (br s, 4H), 5.90 (s, 2H), 5.95 (d, 1H), 6.58-6.68 (m, 1H), 6.78-6.95 (m, 1H), 7.40 (s, 1H), 8.09 (d, 1H); Mass Spectrum M+ 455.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07718653B2 |
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| 출처 데이터셋 | uspto-grants-2010_05 |
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| ORD ID | ord-46f0e1c01e0e409b996fcb7cb1d86f94 |
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| 출처 메모 | uspto-grants-2010_05 |
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