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Potassium Carbonate → [3-Chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone

HRID 2114583
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HRID 2114583 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[C:15]([Cl:16])=[N:14][C:13](Cl)=[CH:12][N:11]=1)=[O:9].[F:18][C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[OH:26].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:16][C:15]1[C:10]([C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[O:9])=[N:11][CH:12]=[C:13]([O:26][C:20]2[CH:21]=[CH:22][C:23]([F:25])=[CH:24][C:19]=2[F:18])[N:14]=1
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참가 물질

5

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HCID 11430Potassium CarbonateHCID 1230512,4-DifluorophenolHCID 59812791(2-Chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanone

생성물 1

HCID 59812803[3-Chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone수율 88.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a dimethylformamide, i.e., DMF, (25 mL) solution of (2-chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanone (2.1 g, 7.3 mmol, 1.0 eq) under nitrogen was added 2,4-difluorophenol (0.7 mL, 7.3 mmol, 1.0 eq) and potassium carbonate (1.21 g, 8.76 mmol, 1.2 eq). The resulting mixture was stirred overnight at room temperature and then concentrated. The residue was dissolved in dichloromethane and washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated to give a crude oil which was purified via a chromatography using dichloromethane/hexanes (1:1) as the eluent to give [3-chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone (2.46 g, 6.45 mmol, 88% yield). Mass spec. M+1=382.

후처리

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with water and brine
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give a crude oil which
  8. customwas purified via a chromatography

출처 및 근거

ORD 기록
ord-d707bbf892f742e489d9efb78c475bc9
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07435731B2

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