Water → HCID 86711275, 화합물

HRID 336135노트

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HRID 336135 반응식
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]

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 148092816-Chloro-7-iodo-7-deazapurineHCID 86711274HCID 86711274, 화합물

생성물 1

HCID 86711275HCID 86711275, 화합물수율 36.8%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-b7b70a835f8947f3aa6f5004b06c7970
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889666B2

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