Pyridine → HCID 57749427、化合物

HRID 1162468ノート

反応式

HRID 1162468 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:8]([NH2:10])[N:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=3)[C:6]=2[CH:17]=1.N1C=CC=CC=1.[C:24](OC(=O)C)(=[O:26])[CH3:25]>CN(C1C=CN=CC=1)C.ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:8]([NH:10][C:24](=[O:26])[CH3:25])[N:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=3)[C:6]=2[CH:17]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 57749423HCID 57749423、化合物

生成物 1

HCID 57749427HCID 57749427、化合物収率 58.7%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

To a 250 mL round-bottomed flask was added 6-bromo-1-(pyridin-2-yl)-1H-benzo[d]imidazol-2-amine (1.00 g, 3.46 mmol), dichloromethane (35 mL), pyridine (0.419 mL, 5.19 mmol), acetic anhydride (0.343 mL, 3.63 mmol) and DMAP (0.0042 g, 0.035 mmol). The mixture was stirred at 25° C. for 2.5 days. The mixture was concentrated and taken up in MeOH/CH2Cl2 and then concentrated onto silica. Purification by silica gel chromatography (0.5 to 4.0% MeOH (2 M in NH3)/CH2Cl2) afforded the title compound as a pink solid (0.673 g, 58%). MS (ESI, positive ion) m/z: 331 (M(79Br)+1).

後処理

  1. concentrationThe mixture was concentrated
  2. concentrationconcentrated onto silica
  3. customPurification by silica gel chromatography (0.5 to 4.0% MeOH (2 M in NH3)/CH2Cl2)

出典と根拠

ORDレコード
ord-1fece18a65424b63b5987e90fde425c7
出典データセット
uspto-grants-2010_10
特許番号
US07820665B2

反応ノート

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