2-Methyl-2H-pyrazol-3-ylamine → 1-Methyl-5-nitro-1H-pyrazolo[3,4-b]pyridine

HRID 1748319노트

반응식

HRID 1748319 반응식
[CH3:1][N:2]1[C:6]([NH2:7])=[CH:5][CH:4]=[N:3]1.[Na].[N+:9]([CH:12]([CH:15]=O)[CH:13]=O)([O-:11])=[O:10]>C(O)(=O)C>[CH3:1][N:2]1[C:6]2=[N:7][CH:13]=[C:12]([N+:9]([O-:11])=[O:10])[CH:15]=[C:5]2[CH:4]=[N:3]1

참가 물질

4

반응물 2

HCID 1369272-Methyl-2H-pyrazol-3-ylamineHCID 24193465CID 24193465

생성물 1

HCID 133713201-Methyl-5-nitro-1H-pyrazolo[3,4-b]pyridine수율 19%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
108 °C

실험 절차

To a solution of 1-methyl-1H-pyrazol-5-amine (291 mg, 3.00 mmol) in acetic acid (3 mL) is added nitromalonaldehyde sodium salt (474 mg, 3.00 mmol) and reaction mixture is heated to 108° C. for 1 h. The reaction mixture is allowed to cool to room temperature and is stirred for 16 h. The solvent is evaporated under reduced pressure and the residue is purified by flash column chromatography using a gradient of 0-100% ethyl acetate in heptane to afford the title compound as a solid (100 mg, 19%).

후처리

  1. temperatureto cool to room temperature
  2. customThe solvent is evaporated under reduced pressure
  3. customthe residue is purified by flash column chromatography

출처 및 근거

ORD 기록
ord-df71cc400ba145d191d78db69136b8a4
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150577B2

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