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Cesium carbonate → (4-(3-Chloropyrazin-2-yloxy)phenyl)(pyridin-2-YL)methanone

HRID 473623
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HRID 473623 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[O:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[Cl:22][C:23]1[C:28](Cl)=[N:27][CH:26]=[CH:25][N:24]=1>CN(C=O)C>[Cl:22][C:23]1[C:28]([O:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=3)=[O:9])=[CH:4][CH:3]=2)=[N:27][CH:26]=[CH:25][N:24]=1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 36317(4-Hydroxyphenyl)-2-pyridinylmethanoneHCID 785752,3-Dichloropyrazine

생성물 1

HCID 59374017(4-(3-Chloropyrazin-2-yloxy)phenyl)(pyridin-2-YL)methanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To a stirred solution of (4-hydroxy-phenyl)-pyridin-2-yl-methanone (2.5 g, 0.0125 mol) in DMF (35 mL) was added cesium carbonate (6.14 g, 0.0188 mol). The resulting mixture was stirred for 15 minutes before addition of 2,3-dichloro pyrazine(1.87 g, 0.0125 mol) at 0° C. The reaction mixture was heated to 80° C. for 16 h. The reaction mixture was partitioned between water (100 mL) and ethyl acetate (2×100 mL). The organic layer was dried over sodium sulphate and concentrated to afford the product. MS (ESI, pos. ion) m/z: 312 (M+1). IC50 (uM) 30.

후처리

  1. customThe reaction mixture was partitioned between water (100 mL) and ethyl acetate (2×100 mL)
  2. dry with materialThe organic layer was dried over sodium sulphate
  3. concentrationconcentrated
  4. customto afford the product

출처 및 근거

ORD 기록
ord-d737fc1266e849f08fe4a3fe155e347b
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637500B2

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