Water → HCID 90408625、化合物

HRID 594075ノート

反応式

HRID 594075 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 90408625HCID 90408625、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-27628f031e8346c08886251fb42fdf15
出典データセット
uspto-grants-2016_01
特許番号
US09242969B2

反応ノート

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