Water → HCID 178474433、化合物

HRID 241453ノート

反応式

HRID 241453 の反応式
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

参加物

5

反応物 3

HCID 962WaterHCID 866742042-Bromo-1-[6-(difluoromethyl)-3-pyridyl]propan-1-oneHCID 178475102HCID 178475102、化合物

生成物 1

HCID 178474433HCID 178474433、化合物収率 46%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-266aacee16f84e04829bd18de27c27d4
出典データセット
uspto-grants-2014_02
特許番号
US08648200B2

反応ノート

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