Water → HCID 66936666、化合物

HRID 1943741ノート

反応式

HRID 1943741 の反応式
[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[CH:19]=[N:18][C:13]4[O:14][CH2:15][CH2:16][NH:17][C:12]=4[CH:11]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[Br:20][C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([Br:32])[C:29]=1[O:30][CH3:31])[C:24](Cl)=[O:25].C(N(CC)CC)C.O>ClCCl>[Br:20][C:21]1[CH:22]=[C:23]([C:24]([N:17]2[CH2:16][CH2:15][O:14][C:13]3[N:18]=[CH:19][C:10]([C:5]4[CH:6]=[CH:7][CH:8]=[C:9]5[C:4]=4[CH:3]=[CH:2][NH:1]5)=[CH:11][C:12]2=3)=[O:25])[CH:27]=[C:28]([Br:32])[C:29]=1[O:30][CH3:31]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 337796303,5-Dibromo-4-methoxybenzoyl chlorideHCID 66936733HCID 66936733、化合物

生成物 1

HCID 66936666HCID 66936666、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In a 10 ml flask, 7-(1H-indol-4-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (130 mg, 0.52 mmol) and 3,5-dibromo-4-methoxy-benzoyl chloride (204 mg, 0.62 mmol) were dissolved in dichloromethane. Triethylamine (0.36 ml, 2.59 mmol) was added thereto and then stirred at room temperature for 3 hours. After completion of the reaction by adding water dropwise, the mixture was extracted with dichloromethane, and the combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on amine silica eluting with a solvent of dichloromethane. The fractions containing the product were collected and evaporated to obtain (3,5-dibromo-4-methoxy-phenyl)-[7-(1H-indol-4-yl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone as white solid (129 mg, 64% in two steps).

後処理

  1. customAfter completion of the reaction
  2. extractionthe mixture was extracted with dichloromethane
  3. dry with materialthe combined organic layer was dried over anhydrous sodium sulfate (Na2SO4)
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residue was purified by column chromatography on amine silica eluting with a solvent of dichloromethane
  7. additionThe fractions containing the product
  8. customwere collected
  9. customevaporated

出典と根拠

ORDレコード
ord-011b75af29594c3ea5b0e3defae5c464
出典データセット
uspto-grants-2013_03
特許番号
US08394792B2

反応ノート

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