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Dimethylformamide → 2-(propylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

HRID 570695
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HRID 570695 반응식
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:11](=[O:12])[N:10]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]([F:24])([F:23])[F:22])=[CH:15][CH:14]=3)[C:9]([S:25][CH2:26][CH2:27][CH3:28])=[N:8][C:7]=2[N:29]=1.Cl.N1C=CC=CC=1.CN(C)C=O>O>[CH2:26]([S:25][C:9]1[N:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]([F:22])([F:24])[F:23])=[CH:15][CH:14]=2)[C:11](=[O:12])[C:6]2[CH:5]=[CH:4][C:3](=[O:2])[NH:29][C:7]=2[N:8]=1)[CH2:27][CH3:28]
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 10176127Pyridinium chlorideHCID 68015336HCID 68015336, 화합물

생성물 1

HCID 866853582-(propylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione수율 88.8%

시약·촉매·용매 1

HCID 962Water용매

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온도
120 °C

실험 절차

A mixture of 7-methoxy-2-(propylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidin-4(3H)-one (213 mg), pyridine hydrochloride (1156 mg) and N,N-dimethylformamide (10 ml) was stirred at 120° C. for 3 hr. The mixture was allowed to be cooled to room temperature, and to the reaction mixture was added water thereto, and the mixture was extracted with ethyl acetate. The extract was washed with aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (183 mg).

후처리

  1. temperatureto be cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with aqueous sodium hydrogen carbonate solution and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-1ebb7ed6ab6544f486a93e0d9a4c644f
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09023858B2

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