Bromide ion → 2-(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone

HRID 253469ノート

反応式

HRID 253469 の反応式
[NH+:1]1([O-])[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[C:11](Br)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C[Si](C)(C)N[Si](C)(C)C.[Br-:29]>C1C=CC=CC=1>[Br:29][C:7]1[N:6]=[C:5]2[N:1]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[CH:11]=[O:18])[CH:2]=[CH:3][C:4]2=[CH:9][CH:8]=1

参加物

6

反応物 4

HCID 259Bromide ionHCID 12056Benzoyl bromideHCID 13838HexamethyldisilazaneHCID 219590977-aza-1H-indole N-oxide

生成物 1

HCID 866231352-(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

1H-pyrrolo[2,3-b]pyridine-N-oxide (154, 500 mg, 3.72 mmol) was dissolved in 40 mL of dry benzene. In a separate dry flask, benzoyl bromide (2.5 equiv) and 1,1,1,3,3,3-hexamethyldisilazane (1.0 equiv) were combined in 20 mL of dry benzene. The bromide solution was added in 5 mL aliquots over 30 minutes to the reaction flask. The reaction was stirred at ambient temperature for two hours. It was then washed with 3×30 ml, NaHCO3 (aq., satd.) and 1×30 mL brine. The organic layer was dried over sodium sulfate and evaporated. The crude material was taken directly to the next step without further purification.

後処理

  1. customIn a separate dry flask
  2. washIt was then washed with 3×30 ml, NaHCO3 (aq., satd.) and 1×30 mL brine
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customevaporated
  5. customThe crude material was taken directly to the next step without further purification

出典と根拠

ORDレコード
ord-8c0515b7fc5e4843b1d1600370e8882d
出典データセット
uspto-grants-2011_01
特許番号
US07872018B2

反応ノート

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