Trifluoroacetic acid → 4-propoxy-1H-indazol-5-ol

HRID 1269934노트

반응식

HRID 1269934 반응식
FC(F)(F)C(O)=O.[CH2:8]([O:11][C:12]1[C:20]([O:21]C2CCCCO2)=[CH:19][CH:18]=[C:17]2[C:13]=1[CH:14]=[N:15][N:16]2C1CCCCO1)[CH2:9][CH3:10].[OH-].[Na+]>ClCCl>[CH2:8]([O:11][C:12]1[C:20]([OH:21])=[CH:19][CH:18]=[C:17]2[C:13]=1[CH:14]=[N:15][NH:16]2)[CH2:9][CH3:10]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 694345664-propoxy-1-tetrahydro-2H-pyran-2-yl-5-(tetrahydro-2H-pyran-2-yloxy)-1H-indazole

생성물 1

HCID 229337144-propoxy-1H-indazol-5-ol수율 74,384.797%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Under a nitrogen atmosphere, trifluoroacetic acid (5.5 ml) was added to a solution of 4-propoxy-1-tetrahydro-2H-pyran-2-yl-5-(tetrahydro-2H-pyran-2-yloxy)-1H-indazole (852.6 mg) in dichloromethane (16.5 ml) at room temperature. After 2.5 hours, the reaction solution was poured onto ice, adjusted to pH 7 with an aqueous sodium hydroxide solution, and then extracted with ethyl acetate. The extract solution was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate). The residue purified was concentrated under reduced pressure and the resulting residue was washed with diethyl ether/hexane by repulping to obtain 4-propoxy-1H-indazol-5-ol (338.2 g, 80%, two steps).

후처리

  1. additionthe reaction solution was poured onto ice
  2. extractionextracted with ethyl acetate
  3. concentrationThe extract solution was concentrated under reduced pressure
  4. customthe resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate)
  5. customThe residue purified
  6. concentrationwas concentrated under reduced pressure
  7. washthe resulting residue was washed with diethyl ether/hexane

출처 및 근거

ORD 기록
ord-bc89269cc3b3465ea29b2845a3e92621
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

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