Stannous Chloride → HCID 178508014、化合物

HRID 1943907ノート

反応式

HRID 1943907 の反応式
[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

参加物

6

反応物 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 178526792HCID 178526792、化合物

生成物 1

HCID 178508014HCID 178508014、化合物収率 60%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-be4c12f5371e4cf181819436ca310a55
出典データセット
uspto-grants-2013_03
特許番号
US08394795B2

反応ノート

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