N-(4-Iodo-6-methoxy-3-pyridinyl)-2,2-dimethylpropanamide → 4-Iodo-6-methoxypyridin-3-amine

HRID 906384ノート

反応式

HRID 906384 の反応式
[I:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[N:5]=[CH:4][C:3]=1[NH:10]C(=O)C(C)(C)C>OS(O)(=O)=O>[I:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[N:5]=[CH:4][C:3]=1[NH2:10]

参加物

3

反応物 1

HCID 21581652N-(4-Iodo-6-methoxy-3-pyridinyl)-2,2-dimethylpropanamide2 回

生成物 1

HCID 110212874-Iodo-6-methoxypyridin-3-amine

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
120 °C

実験手順

A solution of N-(4-iodo-6-methoxypyridin-3-yl)pivalamide (Compound 2, 2.33 g, 7.0 mmol) in 10% H2SO4 (70 ml) was heated to reflux at 120° C. for 5 h. The mixture was cooled to 0° C. and was quenched cautiously with solid NaOH (10 g), extracted with EtOAc (×2). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes) to yield the title compound as off-white solid.

後処理

  1. temperatureThe mixture was cooled to 0° C.
  2. customwas quenched cautiously with solid NaOH (10 g)
  3. extractionextracted with EtOAc (×2)
  4. washThe combined organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes)

出典と根拠

ORDレコード
ord-d7d210f18fdd4139a8e5c53277b5f0e8
出典データセット
uspto-grants-2011_09
特許番号
US08012992B2

反応ノート

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