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Water → HCID 136253986, 화합물

HRID 1043950
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HRID 1043950 반응식
[O:1]1[CH2:7][CH:6]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([C:19]4[C:24]([CH3:25])=[CH:23][N:22]=[C:21]([O:26][CH3:27])[C:20]=4[CH3:28])=[CH:15][C:14]=3[N+:29]([O-])=O)=[C:11]([C:32]([O:34]CC)=O)[CH:10]=[N:9]2)[CH2:5][O:4][CH2:3][CH2:2]1.O.C(OCC)(=O)C>C(O)(=O)C.[Fe]>[O:4]1[CH2:5][CH:6]([N:8]2[C:12]3[C:13]4[CH:18]=[CH:17][C:16]([C:19]5[C:24]([CH3:25])=[CH:23][N:22]=[C:21]([O:26][CH3:27])[C:20]=5[CH3:28])=[CH:15][C:14]=4[NH:29][C:32](=[O:34])[C:11]=3[CH:10]=[N:9]2)[CH2:7][O:1][CH2:2][CH2:3]1
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참가 물질

6

반응물 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 86686380ethyl 1-(1,4-dioxepan-6-yl)-5-[4-(2-methoxy-3,5-dimethylpyridin-4-yl)-2-nitrophenyl]-1H-pyrazole-4-carboxylate

생성물 1

HCID 136253986HCID 136253986, 화합물수율 53.7%

시약·촉매·용매 2

HCID 23925Iron촉매
HCID 176
Acetic Acid
용매

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온도
80 °C

실험 절차

Iron powder (28.8 mg) was added to a solution of ethyl 1-(1,4-dioxepan-6-yl)-5-[4-(2-methoxy-3,5-dimethylpyridin-4-yl)-2-nitrophenyl]-1H-pyrazole-4-carboxylate (64 mg) in acetic acid (2 mL)-water (0.1 mL), and the reaction mixture was stirred at 80° C. for 2.5 hours in a nitrogen atmosphere. The reaction mixture was returned to room temperature, and ethyl acetate (10 mL) was added to the reaction mixture. The insoluble matter was removed by filtration through Celite™. The filtrate was concentrated under reduced pressure. A solution of the residue in ethyl acetate was sequentially washed with a saturated aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, filtered. The filtrate was passed through a NH silica gel pad. The resulting solution was concentrated under reduced pressure. Ethyl acetate (0.3 mL) and MTBE (0.3 mL) were added to the residue. The precipitated solid was collected by filtration to give the title compound (29.1 mg).

후처리

  1. customwas returned to room temperature
  2. customThe insoluble matter was removed by filtration through Celite™
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. washA solution of the residue in ethyl acetate was sequentially washed with a saturated aqueous sodium bicarbonate solution and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe resulting solution was concentrated under reduced pressure
  8. additionEthyl acetate (0.3 mL) and MTBE (0.3 mL) were added to the residue
  9. filtrationThe precipitated solid was collected by filtration

출처 및 근거

ORD 기록
ord-25270a2b83a64e53a67217c74bc9a84d
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08563565B2

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