Cesium carbonate → HCID 58503974、化合物

HRID 2407801ノート

反応式

HRID 2407801 の反応式
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([O:10][CH2:11][CH3:12])[N:5]=[C:4]([C:13]([NH:15][CH2:16][CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[O:14])[CH:3]=1.Br[CH2:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=2)=[N:29][CH:30]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[N:29]1[CH:30]=[C:25]([CH2:24][N:20]2[CH2:21][CH2:22][CH:17]([CH2:16][NH:15][C:13](=[O:14])[C:4]3[CH:3]=[C:2]([NH2:1])[C:7]([C:8]#[N:9])=[C:6]([O:10][CH2:11][CH3:12])[N:5]=3)[CH2:18][CH2:19]2)[CH:26]=[CH:27][C:28]=1[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 103322782,2'-Bipyridine, 5-(bromomethyl)-HCID 58503970HCID 58503970、化合物

生成物 1

HCID 58503974HCID 58503974、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The compound prepared in Example 334 (0.009 g), 5-(bromomethyl)-2,2′-bipyrdine (0.008 g, prepared according to the reported preparation in Journal of the American Chemical Society, 2006, 128(1), 250-256) and cesium carbonate (0.019 g) were heated to 80° C. for 16 hours in N,N-dimethylformamide (2 mL). The reaction mixture was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate. The organics were washed with brine, dried over magnesium sulfate and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 1-4% (9:1 methanol:ammonium hydroxide)/ethyl acetate) to furnish the title compound (0.006 g) having the following physical data.

後処理

  1. customThe reaction mixture was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate
  2. washThe organics were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto afford the crude material, which
  6. customwas purified by flash column chromatography (eluant: 1-4% (9:1 methanol:ammonium hydroxide)/ethyl acetate)

出典と根拠

ORDレコード
ord-b9bcb8ef479141f3aba87e34c53ab053
出典データセット
uspto-grants-2014_08
特許番号
US08809538B2

反応ノート

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