Isoamyl nitrate → Methyl 4-iodo-1H-indazole-6-carboxylate

HRID 59802

反応式

HRID 59802 の反応式
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([I:10])[C:7]([CH3:11])=[C:6]([NH2:12])[CH:5]=1.[N+:14]([O-])(OCCC(C)C)=O>C(O)(=O)C>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]2[C:7]([CH:11]=[N:14][NH:12]2)=[C:8]([I:10])[CH:9]=1)=[O:13]

参加物

4

反応物 2

HCID 10985Isoamyl nitrateHCID 67512060HCID 67512060、化合物

生成物 1

HCID 24728119Methyl 4-iodo-1H-indazole-6-carboxylate収率 91%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of 3-amino-5-iodo-4-methyl-benzoic acid methyl ester (1.22 g, 4.21 mmol) in acetic acid (20 mL) was added isoamyl nitrate (0.675 mL, 4.63 mmol). The mixture was stirred at room temperature for 30 minutes and then concentrated under reduced pressure. The residue was partitioned between dichloromethane and saturated aqueous sodium bicarbonate. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography to give 1.15 g (91%) of 4-iodo-1H-indazole-6-carboxylic acid methyl ester, MS (M+H)=303.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was partitioned between dichloromethane and saturated aqueous sodium bicarbonate
  3. customThe organic layer was separated
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-70809c7613524ef497c67b64df382b7e
出典データセット
uspto-grants-2016_09
特許番号
US09440956B2

関連ノート

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