Iodine → HCID 178455023、化合物

HRID 245951

反応式

HRID 245951 の反応式
[C:1]([Si:5]([CH3:17])([CH3:16])[O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[CH:10]2)([CH3:4])([CH3:3])[CH3:2].[I:18]I.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:1]([Si:5]([CH3:17])([CH3:16])[O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2[I:18])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 807IodineHCID 11430Potassium CarbonateHCID 580425115-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1H-indazole

生成物 1

HCID 178455023HCID 178455023、化合物収率 91.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In a round-bottomed flask, 5-(tert-butyl-dimethyl-silanyloxy)-1H-indazole (1.20 g, 4.83 mmol) was dissolved in DMF (12 ml). Iodine (2.45 g, 9.66 mmol) was added followed by potassium carbonate (2.58 g, 18.7 mmol). The dark suspension was stirred at room temperature for 3 h then quenched with 10% aqueous NaHSO3 and extracted with diethyl ether (2×). The combined organic layers were washed with 10% aqueous NaHSO3, three times with water and once with brine then dried over sodium sulfate, filtered and concentrated to afford 1.65 g (91%) of 5-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1H-indazole as a dark brown foam.

後処理

  1. customthen quenched with 10% aqueous NaHSO3
  2. extractionextracted with diethyl ether (2×)
  3. washThe combined organic layers were washed with 10% aqueous NaHSO3, three times with water and once with brine
  4. dry with materialthen dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-ab11783009c84a739eb510414586ec03
出典データセット
uspto-grants-2014_02
特許番号
US08658646B2

関連ノート

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