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Hydrochloric Acid → 5-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1H-indazole

HRID 1661981
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HRID 1661981 반응식
[F:1][C:2]1[CH:29]=[C:28]([N+:30]([O-:32])=[O:31])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1)[N:10](C1CCCCO1)[N:9]=[CH:8]2.Cl.C([O-])(O)=O.[Na+].CCOC(C)=O>CCO>[F:1][C:2]1[CH:29]=[C:28]([N+:30]([O-:32])=[O:31])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1)[NH:10][N:9]=[CH:8]2
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl Acetate2회HCID 516892Sodium BicarbonateHCID 667668665-(2-Fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

생성물 1

HCID 667667865-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1H-indazole수율 86.3%

시약·촉매·용매 1

HCID 702
Ethanol
용매

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온도
80 °C

실험 절차

To a solution of 5-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (2.8 g, 6.45 mmol) in EtOH (30 mL) is added HCl (concentrated 5.0 mL). The mixture is stirred at 80° C. for 2 hours. Then aqueous NaHCO3 and EtOAc are added. The organic phase is dried over anhydrous MgSO4 and concentrated. The residue is purified by silica gel column chromatography eluting with PE:EtOAc (3:1) to give the desired product (1.95 g, 86.0% yield). MS (m/z): 351.0 (M+H).

후처리

  1. dry with materialThe organic phase is dried over anhydrous MgSO4
  2. concentrationconcentrated
  3. customThe residue is purified by silica gel column chromatography
  4. washeluting with PE

출처 및 근거

ORD 기록
ord-1b84e0ff10d0491e9b1bc614f25a69b1
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030302B2

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