Iodine chloride → 2-Chloro-5-iodopyridin-4-amine

HRID 384695

反応式

HRID 384695 の反応式
[I:1]Cl.[Cl:3][C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][N:5]=1.C([O-])(=O)C.[K+]>C(O)(=O)C>[Cl:3][C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([I:1])=[CH:6][N:5]=1

参加物

5

反応物 3

HCID 24640Iodine chlorideHCID 844322-Chloropyridin-4-amineHCID 517044Potassium Acetate

生成物 1

HCID 454803662-Chloro-5-iodopyridin-4-amine収率 40%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Iodine monochloride (0.758 g, 4.67 mmol) was added to a solution of 2-chloro-4-amino pyridine (0.500 g, 3.89 mmol) and potassium acetate (0.763 g, 7.78 mmol) in acetic acid (30 mL). The reaction mixture was heated under reflux for 4 hr. The solvent was removed in vacuo and the residue was partitioned between aqueous sodium hydrogenocarbonate (50 mL) and ethyl acetate (50 mL). The organic phase was dried (MgSO4) and the solvent was removed in vacuo. The crude product was purified by flash silica chromatography, eluting with ethyl acetate and hexane (1/9), to give the title compound as a pink solid (0.394 g, 40%).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 4 hr
  3. customThe solvent was removed in vacuo
  4. customthe residue was partitioned between aqueous sodium hydrogenocarbonate (50 mL) and ethyl acetate (50 mL)
  5. dry with materialThe organic phase was dried (MgSO4)
  6. customthe solvent was removed in vacuo
  7. customThe crude product was purified by flash silica chromatography
  8. washeluting with ethyl acetate and hexane (1/9)

出典と根拠

ORDレコード
ord-19d502a4498c4ad4971a9645883bbac5
出典データセット
uspto-grants-2013_02
特許番号
US08367658B2

関連ノート

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