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Potassium Phosphate, Tribasic → 5-(2,4-Dimethylphenyl)-4-oxo-1-(1-propylbutyl)-1,4-dihydroquinoline-3-carbonitrile

HRID 598178
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HRID 598178 반응식
Cl[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:19]#[N:20])=[CH:6][N:7]2[CH:12]([CH2:16][CH2:17][CH3:18])[CH2:13][CH2:14][CH3:15].[CH3:22][C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:24]=1B(O)O.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:22][C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:24]=1[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:19]#[N:20])=[CH:6][N:7]2[CH:12]([CH2:16][CH2:17][CH3:18])[CH2:13][CH2:14][CH3:15]
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참가 물질

6

반응물 3

HCID 62657Potassium Phosphate, TribasicHCID 4198739(2,4-Dimethylphenyl)boronic acidHCID 672675855-Choro-4-oxo-1-(1-propylbutyl)-1,4-dihydroquinoline-3-carbonitrile

생성물 1

HCID 672674715-(2,4-Dimethylphenyl)-4-oxo-1-(1-propylbutyl)-1,4-dihydroquinoline-3-carbonitrile수율 50%

시약·촉매·용매 2

HCID 178418476
HCID 178418476, 화합물
촉매
HCID 1140Toluene용매

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온도
90 °C

실험 절차

5-Choro-4-oxo-1-(1-propylbutyl)-1,4-dihydroquinoline-3-carbonitrile (0.015 g, 0.05 mmol), 2,4-dimethylbenzeneboronic acid (0.012 g, 0.079 mmol), and PdCl2(PPh3)2 (0.010 g, 0.015 mmol) were suspended in toluene (1 mL). K3PO4 (0.074 mL, 0.15 mmol, 2M in water) was added last. The reaction was stirred at 90° C. with stirring overnight. The mixture was cooled, filtered through GF/F paper and concentrated. Flash chromatography (40% Ethyl acetate/hexanes) gave the desired product (0.009 g, 50%).

후처리

  1. stirringwith stirring overnight
  2. temperatureThe mixture was cooled
  3. filtrationfiltered through GF/F paper
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9758af6671fc420593be7b4698c78c0b
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897607B2

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