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Piperidine → N-(1-(3,4-dimethylphenyl)-1H-pyrazol-3-yl)-2-nitro-5-(piperidin-1-yl)benzamide

HRID 926859
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HRID 926859 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:24]([O-:26])=[O:25])=[C:6]([CH:23]=1)[C:7]([NH:9][C:10]1[CH:14]=[CH:13][N:12]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[C:17]([CH3:22])[CH:16]=2)[N:11]=1)=[O:8].C(=O)([O-])[O-].[K+].[K+].[NH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>CN(C)C=O>[CH3:22][C:17]1[CH:16]=[C:15]([N:12]2[CH:13]=[CH:14][C:10]([NH:9][C:7](=[O:8])[C:6]3[CH:23]=[C:2]([N:33]4[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]4)[CH:3]=[CH:4][C:5]=3[N+:24]([O-:26])=[O:25])=[N:11]2)[CH:20]=[CH:19][C:18]=1[CH3:21]
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참가 물질

5

반응물 3

HCID 8082PiperidineHCID 11430Potassium CarbonateHCID 665874615-chloro-N-(1-(3,4-dimethylphenyl)-1H-pyrazol-3-yl)-2-nitrobenzamide

생성물 1

HCID 66587475N-(1-(3,4-dimethylphenyl)-1H-pyrazol-3-yl)-2-nitro-5-(piperidin-1-yl)benzamide수율 88.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

Into a 50-mL round bottom flask, was placed a solution of 5-chloro-N-(1-(3,4-dimethylphenyl)-1H-pyrazol-3-yl)-2-nitrobenzamide 4g (300 mg, 0.81 mmol, 1.00 equiv) in N,N-dimethylformamide (10 mL), potassium carbonate (330 mg, 2.39 mmol, 3.00 equiv), and piperidine (200 mg, 2.35 mmol, 3.00 equiv). The resulting solution was stirred for 4 h at 110° C. The resulting mixture was concentrated under vacuum. The residue was dissolved in 50 mL of ethyl acetate. The resulting mixture was washed with 2×30 mL of brine, dried over sodium sulfate, and concentrated under vacuum. This resulted in 300 mg (88%) of product as a yellow solid.

후처리

  1. customInto a 50-mL round bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. dissolutionThe residue was dissolved in 50 mL of ethyl acetate
  4. washThe resulting mixture was washed with 2×30 mL of brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-5d89e52acc284920973eb94a15711d87
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09289430B2

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