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4-Nitrophenyl methoxycarbamate → 1-Methoxy-3-(3-phenylpyrido[2,3-b]pyrazin-6-yl)urea

HRID 1511823
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HRID 1511823 반응식
[C:1]1([C:7]2[N:12]=[C:11]3[N:13]=[C:14]([NH2:17])[CH:15]=[CH:16][C:10]3=[N:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][O:19][NH:20][C:21](=O)[O:22]C1C=CC([N+]([O-])=O)=CC=1>N1C=CC=CC=1>[CH3:18][O:19][NH:20][C:21]([NH:17][C:14]1[CH:15]=[CH:16][C:10]2[C:11]([N:13]=1)=[N:12][C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[CH:8][N:9]=2)=[O:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 115647354-Nitrophenyl methoxycarbamateHCID 121331983-Phenylpyrido[2,3-b]pyrazin-6-ylamine

생성물 1

HCID 166665731-Methoxy-3-(3-phenylpyrido[2,3-b]pyrazin-6-yl)urea

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

100 mg of 3-phenylpyrido[2,3-b]pyrazin-6-ylamine (0.45 mmol) were dissolved in pyridine and admixed with 191 mg of p-nitrophenyl N-methoxycarbamate (0.90 mmol). The mixture was heated under reflux for 4 h. For workup, the pyridine was removed under reduced pressure, and the residue was partitioned in ethyl acetate and distilled water. The phases were separated and the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were dried over MgSO4 and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane/methanol eluent). A light beige solid was isolated.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 4 h
  3. customFor workup, the pyridine was removed under reduced pressure
  4. customthe residue was partitioned in ethyl acetate
  5. distillationdistilled water
  6. customThe phases were separated
  7. extractionthe aqueous phase was extracted twice with ethyl acetate
  8. dry with materialThe combined organic phases were dried over MgSO4
  9. customthe solvent was removed under reduced pressure
  10. customThe residue was purified by column chromatography on silica gel (dichloromethane/methanol eluent)
  11. customA light beige solid was isolated

출처 및 근거

ORD 기록
ord-b8b1a164704c48d3a2074bf126f6e4c8
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08217042B2

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