Water → HCID 58267997、化合物

HRID 2283669ノート

反応式

HRID 2283669 の反応式
[H-].[Na+].[Br:3][C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[N:9][NH:10]2)=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1.[CH3:16]I.O>CN(C=O)C>[Br:3][C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[N:9][N:10]2[CH3:16])=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1.[Br:3][C:4]1[CH:5]=[C:6]([N+:13]([O-:15])=[O:14])[C:7]2[C:11]([CH:12]=1)=[N:10][N:9]([CH3:16])[CH:8]=2

参加物

7

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 247280596-bromo-4-nitro-1H-indazole

生成物 2

HCID 58267997HCID 58267997、化合物HCID 903087036-bromo-2-methyl-4-nitro-2H-indazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

60% Sodium hydride (including 40% liquid paraffin as an additive) (213 mg) was added to a solution of 6-bromo-4-nitro-1H-indazole (901 mg) in DMF (19 ml) in an ice bath. Subsequently, the reaction solution was stirred at 0° C. for 15 minutes, then methyl iodide (0.35 ml) was added, and the reaction solution was allowed to react at room temperature for 11 hours. The reaction solution was poured into water, and the deposited precipitate was filtrated to obtain a crude product. The crude product was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain 6-bromo-1-methyl-4-nitro-1H-indazole and 6-bromo-2-methyl-4-nitro-2H-indazole as a yellow solid, respectively.

後処理

  1. customto react at room temperature for 11 hours
  2. filtrationthe deposited precipitate was filtrated
  3. customto obtain a crude product
  4. customThe crude product was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-cbd09c06eb044f8cad96773192b6ea41
出典データセット
uspto-grants-2015_09
特許番号
US09145414B2

反応ノート

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