Trimethylsilyldiazomethane → methyl 1H-indazole-4-carboxylate
反応式
[NH:1]1[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([C:10]([OH:12])=[O:11])[C:4]=2[CH:3]=[N:2]1.[CH3:13][Si](C=[N+]=[N-])(C)C>CO.C1(C)C=CC=CC=1>[CH3:13][O:11][C:10]([C:5]1[C:4]2[CH:3]=[N:2][NH:1][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[O:12]参加物
5
実験手順
Indazole-4-carboxylic acid (2.00 g, 12.3 mmol) was suspended in methanol (20 mL) and toluene (30 mL) at room temperature. A solution of 2 M trimethylsilyl diazomethane (12 mL, 24 mmol) in toluene was added slowly and the mixture was stirred at room temperature until the solution turned yellow. The reaction was quenched with concentrated acetic acid (5 mL) and the solvent was removed in vacuo. The residue was purified by silica gel chromatography eluting with a gradient of 0-30% ethyl acetate in hexanes to afford 1H-indazole-4-carboxylic acid methyl ester.
後処理
- customat room temperature
- customThe reaction was quenched with concentrated acetic acid (5 mL)
- customthe solvent was removed in vacuo
- customThe residue was purified by silica gel chromatography
- washeluting with a gradient of 0-30% ethyl acetate in hexanes
出典と根拠
- ORDレコード
- ord-66a90aa1743c45c0a9153fc1c03ce5ba
- 出典データセット
- uspto-grants-2011_08
- 特許番号
- US08008327B2
反応ノート
読み込み中…