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

HRID 1748319ノート

反応式

HRID 1748319 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
108 °C

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-df71cc400ba145d191d78db69136b8a4
出典データセット
uspto-grants-2015_10
特許番号
US09150577B2

反応ノート

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