Water → 5-Bromo-6-fluoro-3-iodo-1-trityl-1H-indazole

HRID 34130

反応式

HRID 34130 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][N:6]=[C:5]2[I:12].[H-].[Na+].[C:15](Cl)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.O>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[N:7]([C:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[N:6]=[C:5]2[I:12]

参加物

7

反応物 4

HCID 962WaterHCID 6456Trityl chlorideHCID 24758Sodium hydrideHCID 178505409HCID 178505409、化合物

生成物 1

HCID 689307235-Bromo-6-fluoro-3-iodo-1-trityl-1H-indazole収率 73.9%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3.0 g of 5-bromo-6-fluoro-3-iodo-1H-indazole in N,N-dimethylformamide in 150 mL was added 0.42 g of sodium hydride at room temperature, and the resultant solution was stirred for 15 minutes, added with 2.45 g of trityl-chloride, and stirred at this temperature for 1 hour. After adding water and diluting with ethyl acetate, washing successively with aqueous ammonium chloride and saturated brine and drying over anhydrous magnesium sulfate, the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:30-1:5), and the resultant product was added with n-hexane. Then the precipitated crystals were washed with diethyl ether:n-hexane=1:10, to afford 3.79 g of the title compound as colorless crystals.

後処理

  1. washwashing successively with aqueous ammonium chloride and saturated brine
  2. dry with materialdrying over anhydrous magnesium sulfate
  3. customthe solvent was evaporated
  4. customThe residue was purified
  5. customseparated by silica gel column chromatography (ethyl acetate:n-hexane=1:30-1:5)
  6. additionthe resultant product was added with n-hexane
  7. washThen the precipitated crystals were washed with diethyl ether

出典と根拠

ORDレコード
ord-b36d63a95e0e48d082f464e0c9f219c6
出典データセット
uspto-grants-2008_09
特許番号
US07429609B2

関連ノート

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