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Dicyclohexylcarbodiimide → 2,5-Dioxopyrrolidin-1-yl 2-(2-fluoro-4-iodophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylate

HRID 1186762
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HRID 1186762 반응식
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:11]([CH3:21])[C:12](=[O:20])[C:13]([CH3:19])=[CH:14][C:15]=1[C:16]([OH:18])=[O:17].O[N:23]1[C:27](=[O:28])[CH2:26][CH2:25][C:24]1=[O:29].C1CCC(N=C=NC2CCCCC2)CC1>O1CCOCC1>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:11]([CH3:21])[C:12](=[O:20])[C:13]([CH3:19])=[CH:14][C:15]=1[C:16]([O:18][N:23]1[C:27](=[O:28])[CH2:26][CH2:25][C:24]1=[O:29])=[O:17]
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참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 441892192-(2-Fluoro-4-iodophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

생성물 1

HCID 866645042,5-Dioxopyrrolidin-1-yl 2-(2-fluoro-4-iodophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylate수율 85%

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매

실험 절차

A 250 ml round-bottom flask was charged with 2-(2-fluoro-4-iodophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (2.0 g, 5.00 mmol) and dioxane (100 mL). To the resulting suspension was added 1-hydroxypyrrolidine-2,5-dione (0.63 g, 5.5 mmol) and DCC (0.63 g, 5.5 mmol). The reaction mixture was stirred at room temperature for 16 hours and filtered. The residue was concentrated under reduced pressure and purified by flash chromatography (Biotage system) using a gradient of EtOAc (0-50%) in hexane to afford the title product (2.1 g, 85%).

후처리

  1. filtrationfiltered
  2. concentrationThe residue was concentrated under reduced pressure
  3. custompurified by flash chromatography (Biotage system)

출처 및 근거

ORD 기록
ord-611ae8c4b43c4694beb6615e0e1f7a00
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673919B2

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