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

HRID 926859
ノート
印刷プレビュー

反応式

HRID 926859 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5d89e52acc284920973eb94a15711d87
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09289430B2

反応ノート

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