Water → Ethyl (4-{4-(ethyloxy)-1,3-dioxo-9-[(2,2,2-trifluoroethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}-3-fluorophenyl)acetate

HRID 913178노트

반응식

HRID 913178 반응식
[CH2:1]([O:3][C:4]1[C:12]2[C:11](=[O:13])[N:10]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][C:15]=3[F:26])[C:9](=[O:27])[C:8]=2[C:7](O)=[C:6]2[CH:29]=[CH:30][CH:31]=[CH:32][C:5]=12)[CH3:2].C(=O)([O-])[O-].[Na+].[Na+].FC(F)(F)S([O:44][CH2:45][C:46]([F:49])([F:48])[F:47])(=O)=O.O>CN(C=O)C>[CH2:1]([O:3][C:4]1[C:12]2[C:11](=[O:13])[N:10]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][C:15]=3[F:26])[C:9](=[O:27])[C:8]=2[C:7]([O:44][CH2:45][C:46]([F:47])([F:48])[F:49])=[C:6]2[CH:29]=[CH:30][CH:31]=[CH:32][C:5]=12)[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 58012505Ethyl {4-[4-(ethyloxy)-9-hydroxy-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl]-3-fluorophenyl}acetate

생성물 1

HCID 58012494Ethyl (4-{4-(ethyloxy)-1,3-dioxo-9-[(2,2,2-trifluoroethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}-3-fluorophenyl)acetate수율 50.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution ethyl {4-[4-(ethyloxy)-9-hydroxy-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl]-3-fluorophenyl}acetate (0.2 g, 0.458 mmol) in DMF (3 ml), was added sodium carbonate (0.097 g, 0.915 mmol) followed by 2,2,2-trifluoroethyl trifluoromethanesulfonate (0.159 g, 0.687 mmol). This was stirred at room temperature for 24 hours. Water was added to the reaction mixture with rapid stirring. The resulting yellow coloured solid was collected by filtration, washed with water and dried in the vacuum oven to give the title compound (0.119 g, 0.23 mmol). LC/MS: Rt=3.82, [MH]+ 520.

후처리

  1. filtrationwas collected by filtration
  2. washwashed with water
  3. customdried in the vacuum oven

출처 및 근거

ORD 기록
ord-284e2df821dd431a8dc0a580ab161976
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026270B2

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