Water → HCID 67084484、化合物

HRID 595199ノート

反応式

HRID 595199 の反応式
C([O-])([O-])=O.[Cs+].[Cs+].[Br:7][C:8]1[CH:9]=[N:10][NH:11][CH:12]=1.Cl[CH2:14][CH:15]1[CH2:19][O:18][C:17]([CH3:21])([CH3:20])[O:16]1.O>CN(C=O)C.CCOC(C)=O>[Br:7][C:8]1[CH:9]=[N:10][N:11]([CH2:14][CH:15]2[CH2:19][O:18][C:17]([CH3:21])([CH3:20])[O:16]2)[CH:12]=1

参加物

7

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 163754-BromopyrazoleHCID 203744-(Chloromethyl)-2,2-dimethyl-1,3-dioxolane

生成物 1

HCID 67084484HCID 67084484、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
65 °C

実験手順

Cs2CO3 (5.3 g, 16.3 mmol) was added to a solution of 4-bromo-1H-pyrazole (2 g, 13.6 mmol) in DMF (10 mL), followed by 4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane (2.46 g, 16.3 mmol) and the resulting mixture heated to an internal temperature of 65° C. After stirring for 14 h, water and EtOAc was added and the layers separated. The organic layer was washed a second time with water, dried with over anhydorus magnesium sulfate, filtered and concentrated under reduced pressure. The resulting crude residue was absorbed on silica gel and purified by column chromatography on silica (0 to 100% EtOAc/Hex) to afford 4-bromo-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazole as a light yellow oil, MS ESI calcd. for C9H14BrN2O2 [M+H]+ 261. found 261.

後処理

  1. customthe layers separated
  2. washThe organic layer was washed a second time with water
  3. dry with materialdried with over anhydorus magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting crude residue was absorbed on silica gel
  7. custompurified by column chromatography on silica (0 to 100% EtOAc/Hex)

出典と根拠

ORDレコード
ord-ab9489696be3469d873d56cce9da4507
出典データセット
uspto-grants-2016_01
特許番号
US09242984B2

反応ノート

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