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Acetone → HCID 66767284, 화합물

HRID 1662004
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HRID 1662004 반응식
[F:1][C:2]1[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[CH:26]=[CH:25][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:10](C1CCCCO1)[N:9]=[CH:8]2.FC(F)(F)C(O)=O.CC(C)=O>C(Cl)Cl>[F:1][C:2]1[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[CH:26]=[CH:25][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[NH:10][N:9]=[CH:8]2
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참가 물질

5

반응물 3

HCID 180AcetoneHCID 6422Trifluoroacetic acidHCID 66767080HCID 66767080, 화합물

생성물 1

HCID 66767284HCID 66767284, 화합물수율 86.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of ethyl 5-(2-fluoro-4-nitrophenoxy)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-6-carboxylate (15 g, 35 mmol) in DCM (300 mL) is added trifluoroacetic acid (TFA) (30 mL), and stirred at RT overnight. DCM is evaporated. The residue is partitioned between EtOAc (800 mL) and 5% aqueous NaHCO3 (400 mL). The organic layer is washed with saturated aqueous sodium chloride, dried over MgSO4, and concentrated. The residue is purified by silica gel column chromatography eluting with PE:acetone (5:1) to afford the product (10.4 g, 86% yield). MS (m/z): 346.1 (M+H).

후처리

  1. customDCM is evaporated
  2. customThe residue is partitioned between EtOAc (800 mL) and 5% aqueous NaHCO3 (400 mL)
  3. washThe organic layer is washed with saturated aqueous sodium chloride
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue is purified by silica gel column chromatography
  7. washeluting with PE

출처 및 근거

ORD 기록
ord-14aa15675f5a4a6f9544c25e1b9ded09
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030302B2

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