Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 546610생성일: 2026년 10월 27일
3-Aminopyridine → 3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethyl-1-{[2-(pyridin-3-ylamino)pyridin-4-yl]methyl}imidazolidine-2,4-dione
https://huagongshe.com/reaction/546610
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 3-Aminopyridine | HCID 10009 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione | HCID 57625992 | — |
| 반응물 | (9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine) | HCID 86628973 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 생성물 | 3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethyl-1-{[2-(pyridin-3-ylamino)pyridin-4-yl]methyl}imidazolidine-2,4-dione | HCID 57626031 | 12.6% |
반응 단계
To a solution of 249 mg of 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione obtained in stage a) below in 3 mL of N-methylpyrrolidinone are successively added, under argon, 94 mg of 3-aminopyridine, 29 mg of (9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine) (Xantphos), 22 mg of palladium acetate and 652 mg of caesium carbonate. The reaction mixture is heated at 140° C. for 1 hour by microwave, cooled to room temperature, diluted with 20 mL of dichloromethane and filtered, and the filtrate is concentrated under reduced pressure. The residue is triturated in 40 mL of water and the precipitate formed is filtered off and purified by chromatography on a column of silica, eluting with a mixture of dichloromethane and methanol (93/7 by volume) to give 35 mg of 3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethyl-1-{[2-(pyridin-3-ylamino)pyridin-4-yl]methyl}imidazolidine-2,4-dione, the characteristics of which are as follows:
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07935819B2 |
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| 출처 데이터셋 | uspto-grants-2011_05 |
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| ORD ID | ord-3b40de847d8e458c9c38022bf8a6f693 |
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| 출처 메모 | uspto-grants-2011_05 |
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