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Dimethylformamide → HCID 57940624, 화합물

HRID 1437310
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HRID 1437310 반응식
FC(F)(F)S(O)(=O)=O.[CH3:9][O:10][C:11]1[N:16]=[CH:15][C:14]([N:17]2[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[CH:20][C:19]([C:28]([N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][NH:31]3)=[O:29])=[N:18]2)=[CH:13][CH:12]=1.CN(C)[CH:38]=[O:39]>CN(C)C1C=CN=CC=1>[CH3:9][O:10][C:11]1[N:16]=[CH:15][C:14]([N:17]2[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[CH:20][C:19]([C:28]([N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][N:31]3[CH:38]=[O:39])=[O:29])=[N:18]2)=[CH:13][CH:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 62406Trifluoromethanesulfonic acidHCID 11674985HCID 11674985, 화합물

생성물 1

HCID 57940624HCID 57940624, 화합물수율 30%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

4-Dimethylaminopyridine (0.142 g) and trifluoromethane sulfonic acid anhydrate (0.140 mL) were added to 1-[1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)pyrazole-3-carbonyl]hexahydropyridazine (0.203 g) obtained in Example 162 in N,N-dimethylformamide (4.0 mL) at 0° C., followed by stirring for 20 minutes. The reaction mixture was partitioned between saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate. The organic layer was washed with saturated brine, and then dried over sodium sulfate anhydrate. The mixture was subjected to filtration, and the solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography (chloroform-methanol), to thereby give the title compound as a solid (65.5 mg, 30%).

후처리

  1. customThe reaction mixture was partitioned between saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate anhydrate
  4. filtrationThe mixture was subjected to filtration
  5. customthe solvent was removed under reduced pressure
  6. customThe residue was purified through silica gel column chromatography (chloroform-methanol)

출처 및 근거

ORD 기록
ord-7c6fd56dbd724b50b735bbc682be22d3
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07622471B2

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