Stannous Chloride → 1H-pyrazolo(3,4-b)pyridin-5-amine

HRID 1038029ノート

反応式

HRID 1038029 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[CH:12]=[N:11][NH:10][C:7]2=[N:8][CH:9]=1)([O-])=O.Cl[Sn]Cl>CCO.CC1C=CC=CC=1>[NH:10]1[C:7]2=[N:8][CH:9]=[C:4]([NH2:1])[CH:5]=[C:6]2[CH:12]=[N:11]1

参加物

4

反応物 2

HCID 24479Stannous ChlorideHCID 123527765-nitro-1H-pyrazolo[3,4-b]pyridine

生成物 1

HCID 461929221H-pyrazolo(3,4-b)pyridin-5-amine

試薬・触媒・溶媒 1

HCID 21863594Toluene ethanol溶媒

反応条件

温度
70 °C

実験手順

5-Nitro-1H-pyrazolo[3,4-b]pyridine (prepared according to the procedure in Can. J. Chem. 1988, 66(3), 420) (133 mg, 0.81 mmol) was mixed with SnCl2 (1.09) in EtOH/CH3Ph (4 mL/2 mL) and heated at 70° C. for 3 hrs. The reaction was cooled to rt and concentrated to dryness. The residue was participated between 1.0 N NaOH (10 mL) and ethyl acetate (50 mL). The organic layer was washed with brine once, dried (MgSO4) and filtered. The filtrate was concentrated and the resulting crude was purified by prep. TLC using 10:2 CH2Cl2/Methanol (2 N NH3). The title compound (15.0 mg) was isolated as a yellow solid.

後処理

  1. temperatureThe reaction was cooled to rt
  2. concentrationconcentrated to dryness
  3. washThe organic layer was washed with brine once
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated
  7. customthe resulting crude was purified by prep

出典と根拠

ORDレコード
ord-eee63e62607a40cb93b7406dba4674c8
出典データセット
uspto-grants-2013_10
特許番号
US08546404B2

反応ノート

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