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

HRID 505387
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HRID 505387 반응식
[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]
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참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e9da3968539f4d7394e371ddd54ec3fc
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781452B2

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