Water → HCID 178474433, 화합물

HRID 241453노트

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HRID 241453 반응식
Br[CH:2]([CH3:14])[C:3]([C:5]1[CH:6]=[N:7][C:8]([CH:11]([F:13])[F:12])=[CH:9][CH:10]=1)=O.[C:15]([NH:18][C:19]([NH2:21])=[NH:20])(=[O:17])[CH3:16].O>CN(C=O)C>[F:12][CH:11]([F:13])[C:8]1[N:7]=[CH:6][C:5]([C:3]2[NH:21][C:19]([NH:18][C:15](=[O:17])[CH3:16])=[N:20][C:2]=2[CH3:14])=[CH:10][CH:9]=1

참가 물질

5

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HCID 962WaterHCID 866742042-Bromo-1-[6-(difluoromethyl)-3-pyridyl]propan-1-oneHCID 178475102HCID 178475102, 화합물

생성물 1

HCID 178474433HCID 178474433, 화합물수율 46%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

Dissolve 2-bromo-1-[6-(difluoromethyl)-3-pyridyl]propan-1-one (0.500 g, 1.89 mmol) and acetyl guanidine (0.514 g, 5.68 mmol) in DMF (12 mL). Heat the mixture to 50° C., and stir for 16 hours. Pour the mixture into water, and extract with EtOAc (3×20 mL). Dry the combined organic extracts over sodium sulfate; filter; collect the filtrate; and concentrate the filtrate under reduced pressure. Purify the resulting residue by flash chromatography (silca gel) eluting with a 40:1 ratio of DCM/MeOH to give the title compound as a white solid (0.229 g, 46% yield). LCMS (m/z) 267 (M+1).

후처리

  1. extractionextract with EtOAc (3×20 mL)
  2. dry with materialDry the combined organic extracts over sodium sulfate
  3. filtrationfilter
  4. customcollect the filtrate
  5. concentrationand concentrate the filtrate under reduced pressure
  6. customPurify the resulting residue by flash chromatography (silca gel)
  7. washeluting with a 40:1 ratio of DCM/MeOH

출처 및 근거

ORD 기록
ord-266aacee16f84e04829bd18de27c27d4
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648200B2

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