Water → HCID 90408625, 화합물

HRID 594075노트

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HRID 594075 반응식
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Br:7][C:8]1[CH:13]=[C:12](Cl)[N:11]=[C:10](Cl)[CH:9]=1.[C:16](=[O:19])([O-])[O-].[Cs+].[Cs+].O>CN(C=O)C>[Br:7][C:8]1[CH:13]=[C:12]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[N:11]=[C:10]([N:1]2[CH2:6][CH2:16][O:19][CH2:3][CH2:2]2)[CH:9]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8083MorpholineHCID 10796Cesium carbonateHCID 202807664-Bromo-2,6-dichloropyridine

생성물 1

HCID 90408625HCID 90408625, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

To a solution of Morpholine (5.0 equiv.) and 4-bromo-2,6-dichloropyridine (1.0 equiv.) in DMF (0.275 M) was added cesium carbonate (2.0 equiv.). The mixture was heated at 100° C. for 45 hours. LCMS analysis indicated formation of several products including the desired (M+H=288, Rt=0.87 min). The reaction mixture was then concentrated in vacuo to yield a glassy foam. Water was then added, and the mixture was extracted with ethyl acetate, and the combined extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was chromatographed via ISCO to provide 4,4′-(4-bromopyridine-2,6-diyl)dimorpholine (44%, 80% purity by LC) as a white crystalline solid. LCMS (m/z) (M+H)=288.0, Rt=0.87 min

후처리

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customto yield a glassy foam
  3. extractionthe mixture was extracted with ethyl acetate
  4. washthe combined extracts were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was chromatographed via ISCO

출처 및 근거

ORD 기록
ord-27628f031e8346c08886251fb42fdf15
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242969B2

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