N-Iodosuccinimide → 6-Chloro-7-iodo-7-deazapurine

HRID 10160

反応式

HRID 10160 の反応式
[CH:1]1[C:5]2[C:6]([Cl:10])=[N:7][CH:8]=[N:9][C:4]=2[NH:3][CH:2]=1.[I:11]N1C(=O)CCC1=O>CN(C=O)C>[CH:2]1[NH:3][C:4]2[N:9]=[CH:8][N:7]=[C:6]([Cl:10])[C:5]=2[C:1]=1[I:11]

参加物

4

反応物 2

HCID 120273N-IodosuccinimideHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-

生成物 1

HCID 148092816-Chloro-7-iodo-7-deazapurine収率 83%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

6-Chloro-7-deazapurine 10.75 g (70 mmol) and N-iodosuccinimide (16.8 g, 75 mmol) were dissolved in 400 ml of dry DMF and left at ambient temperature in the darkness over night. The solvent was evaporated. The dark residue was distributed between 500 ml of ethyl acetate and 150 ml of 10% Na2SO3. Organic fraction was washed with 10% Na2SO3 (2×100 ml), brine (150 ml), dried over Na2SO4 and evaporated. The yellow residue was crystallized from ethanol to yield 16.2 g (83%) of the title compound as off white crystals. The mother liquid was evaporated, dissolved in toluene, and purified by flush chromatography on silica gel (7×4 cm). The column was washed with toluene until the eluent was colorless than the title compound was eluted with 5% ethyl acetate in toluene to give additional 3.5 g of the title product.

後処理

  1. waitleft at ambient temperature in the darkness over night
  2. customThe solvent was evaporated
  3. washOrganic fraction was washed with 10% Na2SO3 (2×100 ml), brine (150 ml)
  4. dry with materialdried over Na2SO4
  5. customevaporated
  6. customThe yellow residue was crystallized from ethanol

出典と根拠

ORDレコード
ord-080e4b8602244c829a89bdfa381e91f1
出典データセット
uspto-grants-2006_08
特許番号
US07094768B2

関連ノート

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