Water → 3-methyl-5-nitro-2-(1H-pyrazol-1-yl)pyridine

HRID 340487

반응식

HRID 340487 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].[NH:7]1[CH:11]=[CH:10][CH:9]=[N:8]1.CN(C)C(=[O:16])C.Cl[C:19]1[N:24]=[CH:23][C:22]([NH2:25])=[CH:21][C:20]=1[CH3:26].[OH2:27]>>[CH3:26][C:20]1[C:19]([N:7]2[CH:11]=[CH:10][CH:9]=[N:8]2)=[N:24][CH:23]=[C:22]([N+:25]([O-:16])=[O:27])[CH:21]=1

참가 물질

6

반응물 5

HCID 962WaterHCID 1048PyrazoleHCID 10796Cesium carbonateHCID 31374DimethylacetamideHCID 122956076-Chloro-5-methylpyridin-3-amine

생성물 1

HCID 638116363-methyl-5-nitro-2-(1H-pyrazol-1-yl)pyridine

실험 절차

Cesium carbonate (75 mg) and pyrazole (12 mg) were added to an N,N-dimethylacetamide (5 ml) solution containing 6-chloro-5-methylpyridin-3-amine (12 mg), followed by reflux for 3.5 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 10:1), and a light yellow solid of 3-methyl-5-nitro-2-(1H-pyrazol-1-yl)pyridine (12 mg) was obtained.

후처리

  1. temperatureby reflux for 3.5 hours
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe resultant was washed with saturated saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationSubsequently, the solvent was distilled away under reduced pressure
  6. customthe obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 10:1)

출처 및 근거

ORD 기록
ord-735b1e9d3daa46ca9a9131f41cfffbec
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895585B2

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