Dimethylcarbamoyl Chloride → 6-(1,3-Oxazol-5-yl)-2-pyridinecarbonitrile

HRID 499454ノート

反応式

HRID 499454 の反応式
[O:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][N+:7]=2[O-])=[CH:4][N:3]=[CH:2]1.C[Si]([C:17]#[N:18])(C)C.CN(C)C(Cl)=O>[N+](CC)([O-])=O>[O:1]1[C:5]([C:6]2[N:7]=[C:8]([C:17]#[N:18])[CH:9]=[CH:10][CH:11]=2)=[CH:4][N:3]=[CH:2]1

参加物

5

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 82115Trimethylsilyl cyanideHCID 597502552-(1,3-Oxazol-5-yl)pyridine N-oxide

生成物 1

HCID 229395296-(1,3-Oxazol-5-yl)-2-pyridinecarbonitrile収率 75%

試薬・触媒・溶媒 1

HCID 6587Nitroethane溶媒

実験手順

2-(1,3-Oxazol-5-yl)pyridine N-oxide (1.0 g, 6.6 mmol) was dissolved in nitroethane (15 ml), and trimethylsilyl cyanide (2.7 g, 27.2 mmol) and N,N-dimethylcarbamoyl chloride (3.0 g, 27.8 mmol) were added thereto. The mixture was stirred at room temperature for 5 days. The solvent was evaporated, and the residue was subjected to a silica gel column chromatography. The fractions eluted with ethyl acetate-hexane (1:1, v/v) were collected, concentrated and recrystallized from hexane-ethyl acetate to give the titled compound (0.84 g, 75%).

後処理

  1. customThe solvent was evaporated
  2. washThe fractions eluted with ethyl acetate-hexane (1:1
  3. customv/v) were collected
  4. concentrationconcentrated
  5. customrecrystallized from hexane-ethyl acetate

出典と根拠

ORDレコード
ord-4b6bf7ff28374454b25292fd4ebf1596
出典データセット
uspto-grants-2010_08
特許番号
US07767665B2

反応ノート

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