3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzohydrazide → ethyl 8-(3,4-difluorophenyl)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate

HRID 1398172노트

반응식

HRID 1398172 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[N:13]1[CH:17]=[C:16]([CH3:18])[N:15]=[CH:14]1)[C:6]([NH:8][NH2:9])=O.[F:19][C:20]1[CH:21]=[C:22]([C:27]2([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:32][CH2:31][CH2:30][N:29]=[C:28]2SC)[CH:23]=[CH:24][C:25]=1[F:26]>C(O)C.C(OCC)(=O)C>[F:19][C:20]1[CH:21]=[C:22]([C:27]2([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:32][CH2:31][CH2:30][N:29]3[C:6]([C:5]4[CH:10]=[CH:11][C:12]([N:13]5[CH:17]=[C:16]([CH3:18])[N:15]=[CH:14]5)=[C:3]([O:2][CH3:1])[CH:4]=4)=[N:8][N:9]=[C:28]23)[CH:23]=[CH:24][C:25]=1[F:26]

참가 물질

5

반응물 2

HCID 666078503-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzohydrazideHCID 66608443Ethyl 3-(3,4-difluorophenyl)-2-(methylsulfanyl)-3,4,5,6-tetrahydropyridine-3-carboxylate

생성물 1

HCID 66608479ethyl 8-(3,4-difluorophenyl)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate수율 45.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

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온도
90 °C

실험 절차

3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzohydrazide (236 mg) was added to a mixture of ethyl 3-(3,4-difluorophenyl)-2-(methylsulfanyl)-3,4,5,6-tetrahydropyridine-3-carboxylate (300 mg) in ethanol (3 mL) at room temperature, and the mixture was stirred at 90° C. for 2 days. The reaction mixture was diluted with ethyl acetate, the mixture was washed with water and saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (217 mg).

후처리

  1. washthe mixture was washed with water and saturated brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-0835a7a82d6442fea10806d37bb56315
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901309B2

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