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

HRID 1038029노트

반응식

HRID 1038029 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 21863594Toluene ethanol용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eee63e62607a40cb93b7406dba4674c8
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546404B2

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