Acetic Acid → 5-Bromo-1H-pyrazolo[3,4-c]pyridine
反応式
[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[C:4]([CH3:9])[CH:3]=1.C(O)(=O)C.[N:14]([O-])=O.[Na+]>O>[Br:1][C:2]1[CH:3]=[C:4]2[CH:9]=[N:14][NH:8][C:5]2=[CH:6][N:7]=1参加物
5
実験手順
To a solution of 6-bromo-4-methylpyridin-3-amine (7.76 g, 0.0415 mol) in acetic acid (412.8 mL, 7.260 mol) was added Sodium nitrite (2.87 g, 0.0416 mol) in 4.0 ml water (Bioorg. Med. Chem. 15 (2007) 2441-2452). The reaction was stirred for 15 min and allowed to stand at room temperature (rt) for 2 days (d). The reaction was concentrated and diluted EtOAc then washed with NaHCO3 and brine. The organic layer was dried Na2SO4, filtered and concentrated. The crude was purified by chromatography (DCM/MeOH) eluted at 5% MeOH) to give 5-bromo-1H-pyrazolo[3,4-c]pyridine (79.1% yield)
後処理
- customto stand at room temperature
- custom(rt)
- customfor 2 days
- concentrationThe reaction was concentrated
- washdiluted EtOAc then washed with NaHCO3 and brine
- filtrationfiltered
- concentrationconcentrated
- customThe crude was purified by chromatography (DCM/MeOH)
- washeluted at 5% MeOH)
出典と根拠
- ORDレコード
- ord-4f0689e3da4546f09317eb72e7745177
- 出典データセット
- uspto-grants-2016_02
- 特許番号
- US09260425B2
反応ノート
読み込み中…