Methyl iodide → HCID 90409944, 화합물

HRID 594046노트

반응식

HRID 594046 반응식
[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

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178515445HCID 178515445, 화합물

생성물 1

HCID 90409944HCID 90409944, 화합물수율 38%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-25bee3840dcf4725a1e847164ae23259
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242969B2

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