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

HRID 1511823
ノート
印刷プレビュー

反応式

HRID 1511823 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b8b1a164704c48d3a2074bf126f6e4c8
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08217042B2

反応ノート

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