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Dimethylformamide → HCID 68264841, 화합물

HRID 877484
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HRID 877484 반응식
[Cl:1][C:2]1[C:10]2[NH:9][C:8]3[C:11](=[O:14])[CH2:12][CH2:13][C:7]=3[C:6]=2[CH:5]=[C:4]([Cl:15])[CH:3]=1.[C:16]([O-:19])([O-])=O.[K+].[K+].CN([CH:25]=[O:26])C>O>[C:16]([O:26][CH2:25][N:9]1[C:10]2[C:2]([Cl:1])=[CH:3][C:4]([Cl:15])=[CH:5][C:6]=2[C:7]2[CH2:13][CH2:12][C:11](=[O:14])[C:8]1=2)(=[O:19])[C:6]([CH3:7])([CH3:10])[CH3:5]
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 68264843HCID 68264843, 화합물

생성물 1

HCID 68264841HCID 68264841, 화합물수율 68%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 5,7-dichloro-1,2-dihydrocyclopenta[b]indol-3(4H)-one (0.1 g, 0.41 mmol) in anhydrous DMF (5 mL), K2CO3 (80 mg, 0.62 mmol) was added followed by chloro methyl pivalate (0.07 mL, 0.51 mmol) and the resulting mixture stirred at room temperature for 3 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (3×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to give the crude compound which was purified by silica gel chromatography [EtOAc-hexane (3:17) as eluant] to provide the title compound as a yellow solid (0.10 g, 68%). 1H NMR (500 MHz, CDCl3, δ in ppm) 7.61 (s, 1H), 7.41 (s, 1H), 6.56 (s, 2H), 3.04 (s, 4H), 1.14 (s, 9H).

후처리

  1. extractionextracted with EtOAc (3×10 mL)
  2. dry with materialThe combined organic extracts were dried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. customto give the crude compound which
  5. customwas purified by silica gel chromatography [EtOAc-hexane (3:17) as eluant]

출처 및 근거

ORD 기록
ord-ac47ac7864b8471fbd81ff837ad26ae2
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08987319B2

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