참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Triphenylphosphine | HCID 11776 | — |
| 반응물 | 2-Amino-4,6-dichloropyrimidine | HCID 65522 | — |
| 반응물 | 5-Chloro-2-ethoxyphenylboronic acid | HCID 3700836 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Acetone | HCID 180 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 생성물 | 4-Chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine | HCID 86004325 | 73.3% |
반응 단계
To a mixture of 4,6-dichloro-pyrimidin-2-ylamine (0.50 g, 3.0 mmol), 5-chloro-2-ethoxy-phenyl boronic acid (0.61 g, 3.0 mmol), palladium (II) acetate (0.10 g, 0.46 mmol), and triphenylphosphine (0.24 g, 0.91 mmol) was added a solution of sodium carbonate (1.6 g, 15.2 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an argon atmosphere at room temperature for 3.5 hours. Acetone (20 ml) was added and the mixture was filtered through a pad of celite under suction. The filtrated was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel eluting with 15% ethyl acetate-hexane followed by 20% ethyl acetate-hexane to provide 4-chloro-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-2-ylamine (0.625 g, 73% yield) as a white powder.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07419984B2 |
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| 출처 데이터셋 | uspto-grants-2008_09 |
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| ORD ID | ord-582a73f2ba0f47c68b8c414e243374b1 |
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| 출처 메모 | uspto-grants-2008_09 |
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