Stannous Chloride → HCID 178508014, 화합물

HRID 1943907노트

반응식

HRID 1943907 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:15]2[C:10](=[N:11][CH:12]=[C:13]([N+:16]([O-])=O)[CH:14]=2)[NH:9][N:8]=1.[Sn](Cl)Cl.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C.CO>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:15]2[C:10](=[N:11][CH:12]=[C:13]([NH2:16])[CH:14]=2)[NH:9][N:8]=1

참가 물질

6

반응물 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 178526792HCID 178526792, 화합물

생성물 1

HCID 178508014HCID 178508014, 화합물수율 60%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

A 50 ml, round bottom flask was charged with 3-(pyridin-2-yl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (0.10 g, 0.41 mmol) and tin dichloride (1.0 g, 5.2 mmol) in ethyl acetate (10 mL) and methanol (10 mL) and was heated to reflux for 3 hours. The reaction mixture was cooled and poured into saturated aqueous sodium bicarbonate and filtered through celite. The organic layer was separated, dried (MgSO4), and concentrated. The residue was purified by silica gel chromatography eluting with 10-60% methanol in methylene chloride to afford 3-(pyridin-2-yl)-1H-pyrazolo[3,4-b]pyridin-5-amine (52 mg, 59% yield) as a solid.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered through celite
  5. customThe organic layer was separated
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customThe residue was purified by silica gel chromatography
  9. washeluting with 10-60% methanol in methylene chloride

출처 및 근거

ORD 기록
ord-be4c12f5371e4cf181819436ca310a55
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394795B2

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