Methyl iodide → HCID 90409944、化合物

HRID 594046ノート

反応式

HRID 594046 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([OH:9])[CH:3]=1.[C:10](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]([CH3:10])[C:4](=[O:9])[CH:3]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178515445HCID 178515445、化合物

生成物 1

HCID 90409944HCID 90409944、化合物収率 38%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-bromo-6-chloropyridin-2-ol (1.0 equiv.) in DMF (0.16 M) was added potassium carbonate (2.0 equiv.) and iodomethane (1.2 equiv.) at room temperature. The solution was stirred for 2 hours, then partitioned between water and ethyl acetate. The aqueous phase was extracted with ethyl acetate two more times, the organic phase was washed with brine, dried with sodium sulfate, filtered and concentrated. The crude material was purified via silica gel column chromatography eluting with ethyl acetate and heptanes (0-50% ethyl acetate). The pure fractions were concentrated to yield 4-bromo-6-chloro-1-methylpyridin-2(1H)-one in 38% yield. LCMS (m/z) (M+H)=221.9/223.9, Rt=0.64 min.

後処理

  1. custompartitioned between water and ethyl acetate
  2. extractionThe aqueous phase was extracted with ethyl acetate two more times
  3. washthe organic phase was washed with brine
  4. dry with materialdried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude material was purified via silica gel column chromatography
  8. washeluting with ethyl acetate and heptanes (0-50% ethyl acetate)
  9. concentrationThe pure fractions were concentrated

出典と根拠

ORDレコード
ord-25bee3840dcf4725a1e847164ae23259
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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