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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

반응식

참여 물질

역할이름HCID투입량
반응물3-AminopyridineHCID 10009—
반응물Cesium carbonateHCID 10796—
반응물1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dioneHCID 57625992—
반응물(9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine)HCID 86628973—
촉매palladium(II) acetateHCID 167845—
용매DichloromethaneHCID 6344—
용매N-methyl-2-pyrrolidoneHCID 13387—
생성물3-[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-dioneHCID 5762603112.6%

반응 조건

온도140 °C

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07935819B2
출처 데이터셋uspto-grants-2011_05
ORD IDord-3b40de847d8e458c9c38022bf8a6f693
출처 메모uspto-grants-2011_05