Diisopropylethylamine → 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid [4-(1H-benzoimidazol-2-yl)-phenyl]-amide

HRID 240204

反応式

HRID 240204 の反応式
CCN(C(C)C)C(C)C.[CH3:10][O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[O:20][C:19](=[O:22])[C:18]([C:23]([OH:25])=O)=[CH:17]2.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH:50]1[C:54]2[CH:55]=[CH:56][CH:57]=[CH:58][C:53]=2[N:52]=[C:51]1[C:59]1[CH:64]=[CH:63][C:62]([NH2:65])=[CH:61][CH:60]=1>CN(C=O)C>[NH:50]1[C:54]2[CH:55]=[CH:56][CH:57]=[CH:58][C:53]=2[N:52]=[C:51]1[C:59]1[CH:64]=[CH:63][C:62]([NH:65][C:23]([C:18]2[C:19](=[O:22])[O:20][C:21]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][C:12]=3[O:11][CH3:10])=[O:25])=[CH:61][CH:60]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2345628-Methoxy-2-oxo-2H-chromene-3-carboxylic acidHCID 3456774-(1H-1,3-benzodiazol-2-yl)anilineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

生成物 1

HCID 866504718-Methoxy-2-oxo-2H-chromene-3-carboxylic acid [4-(1H-benzoimidazol-2-yl)-phenyl]-amide収率 75%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

DIEA (43.5 μL, 0.25 mmol) was added to 8-methoxy-3-carboxy-coumarin (50.0 mg, 0.23 mmol) and HATU (95.0 mg, 0.25 mmol) in 1 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 4-(1H-benzoimidazol-2-yl)-phenylamine (47.5 mg, 0.23 mmol) was added and allowed to react overnight when a solid precipitated out of solution. The resulting precipitate was filtered, dried under suction, and finally dried overnight in vacuo to give 71.0 mg of product in 75% yield: LCMS (ESI) m/z 412 (MH+).

後処理

  1. customresulted
  2. customto react overnight when a solid
  3. customprecipitated out of solution
  4. filtrationThe resulting precipitate was filtered
  5. customdried under suction, and finally dried overnight in vacuo

出典と根拠

ORDレコード
ord-a842ea7220e44d12a849aef82e8c5479
出典データセット
uspto-grants-2014_02
特許番号
US08642788B2

関連ノート

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