Water → HCID 86711275、化合物

HRID 336135ノート

反応式

HRID 336135 の反応式
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[C:9]2[C:16]([I:17])=[CH:15][NH:14][C:10]=2[N:11]=[CH:12][N:13]=1.Br[CH2:19][CH:20]([O:23][Si:24]([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25])[CH:21]=[CH2:22].O>CN(C=O)C.C(OCC)(=O)C>[Si:24]([O:23][CH:20]([CH:21]=[CH2:22])[CH2:19][N:14]1[C:10]2[N:11]=[CH:12][N:13]=[C:8]([Cl:7])[C:9]=2[C:16]([I:17])=[CH:15]1)([C:27]([CH3:28])([CH3:29])[CH3:30])([CH3:25])[CH3:26]

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 148092816-Chloro-7-iodo-7-deazapurineHCID 86711274HCID 86711274、化合物

生成物 1

HCID 86711275HCID 86711275、化合物収率 36.8%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

Potassium carbonate (2.2 g) was added to a solution of 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (3.7 g) obtained in Step 1 and 1-bromo-2-(tert-butyldimethylsilyloxy)-3-butene (3.5 g) obtained in Step 2 in DMF (26 ml) at room temperature, and the mixture was stirred at 80° C. for 5 hours. After cooling the reaction mixture, water and ethyl acetate were added thereto, and the generated insoluble matter was filtered off. The organic layer was separated, washed with water and a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was then distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate) to obtain the title compound as a light-yellow solid (2.25 g).

後処理

  1. additionwere added
  2. filtrationthe generated insoluble matter was filtered off
  3. customThe organic layer was separated
  4. washwashed with water
  5. dry with materiala saturated sodium chloride solution, and dried over anhydrous sodium sulfate
  6. distillationThe solvent was then distilled off under reduced pressure
  7. customThe resulting residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-b7b70a835f8947f3aa6f5004b06c7970
出典データセット
uspto-grants-2014_11
特許番号
US08889666B2

反応ノート

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