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Water → 5-Methyl-3-nitro-6-(2,2,2-trifluoroethoxy)-2-pyridinamine

HRID 505387
ノート
印刷プレビュー

反応式

HRID 505387 の反応式
[F:1][C:2]([F:6])([F:5])[CH2:3][OH:4].[H-].[Na+].Cl[C:10]1[N:15]=[C:14]([NH2:16])[C:13]([N+:17]([O-:19])=[O:18])=[CH:12][C:11]=1[CH3:20].O>O1CCCC1>[CH3:20][C:11]1[CH:12]=[C:13]([N+:17]([O-:19])=[O:18])[C:14]([NH2:16])=[N:15][C:10]=1[O:4][CH2:3][C:2]([F:6])([F:5])[F:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 64092,2,2-TrifluoroethanolHCID 24758Sodium hydrideHCID 218373796-Chloro-5-methyl-3-nitropyridin-2-amine

生成物 1

HCID 594298145-Methyl-3-nitro-6-(2,2,2-trifluoroethoxy)-2-pyridinamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

2,2,2-Trifluoroethanol (340 mg, 3.4 mmol) was dissolved in the tetrahydrofuran (10 ml), sodium hydride (60%) (120 mg, 3.0 mmol) was added thereto, and the reaction mixture was stirred for 30 minutes at room temperature under nitrogen atmosphere. A solution of 6-chloro-5-methyl-3-nitro-2-pyridineamine crude product (400 mg) in tetrahydrofuran (10 ml) was dropped, and the reaction mixture was stirred at room temperature for 2.5 days. Water was added to the reaction solution and extracted with ethyl acetate, and after washed with a sodium bicarbonate solution, dried over magnesium sulfate. The residue obtained by evaporating the solvent was purified by silica gel column chromatography (eluting solvent: ethyl acetate/n-hexane=15/85) to yield the title compound (225 mg, 0.90 mmol) as a yellow solid.

後処理

  1. additionwas added
  2. stirringthe reaction mixture was stirred at room temperature for 2.5 days
  3. extractionextracted with ethyl acetate
  4. washafter washed with a sodium bicarbonate solution
  5. dry with materialdried over magnesium sulfate
  6. customThe residue obtained
  7. customby evaporating the solvent
  8. customwas purified by silica gel column chromatography (eluting solvent: ethyl acetate/n-hexane=15/85)

出典と根拠

ORDレコード
ord-e9da3968539f4d7394e371ddd54ec3fc
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07781452B2

反応ノート

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