4-Aminopyridine → HCID 66893771、化合物

HRID 2182459ノート

反応式

HRID 2182459 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([NH2:7])=[CH:3][CH:2]=1.[CH3:8][S:9][C:10](SC)=[CH:11][C:12]#[N:13].[H-].[Na+]>CN(C=O)C>[CH3:8][S:9][C:10]([NH:7][C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)=[CH:11][C:12]#[N:13]

参加物

5

反応物 3

HCID 17274-AminopyridineHCID 24758Sodium hydrideHCID 53254452-Propenenitrile, 3,3-bis(methylthio)-

生成物 1

HCID 66893771HCID 66893771、化合物収率 90.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a solution of pyridin-4-ylamine (1.0 g, 11.0 mmol) and 3,3-Bis-Methylsulfanyl-acrylonitrile (2.05 g, 12.6 mmol) in DMF at room temperature, was added powdered 4A molecular sieves. The mixture was stirred for 1 hr. Subsequently the mixture was cooled to 0° C., 60% NaH dispersion in oil (0.92 g, 23.0 mmol) was added portionwise over 1 hr. and it was stirred at 0° C. for an additional 2 hrs. The cold bath was removed and the mixture was stirred at room temperature for 20 hrs. DMF was removed in vacuo and the crude was purified by column chromatography (gradient of EtOAc to 25% MeOH/EtOAc) to afford the desired product as an off-white solid (1.9 g, 89%).

後処理

  1. stirringand it was stirred at 0° C. for an additional 2 hrs
  2. customThe cold bath was removed
  3. stirringthe mixture was stirred at room temperature for 20 hrs
  4. customDMF was removed in vacuo
  5. customthe crude was purified by column chromatography (gradient of EtOAc to 25% MeOH/EtOAc)

出典と根拠

ORDレコード
ord-142c04ff9d254cee869fabebf289f8d9
出典データセット
uspto-grants-2005_05
特許番号
US06897220B2

反応ノート

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