Cesium carbonate → 4-(3-methyl-5-nitrophenyl)-1-(2-methylallyl)-1H-pyrazole

HRID 595159ノート

反応式

HRID 595159 の反応式
Br[CH2:2][C:3]([CH3:5])=[CH2:4].C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:12][C:13]1[CH:14]=[C:15]([C:22]2[CH:23]=[N:24][NH:25][CH:26]=2)[CH:16]=[C:17]([N+:19]([O-:21])=[O:20])[CH:18]=1>CC(N(C)C)=O>[CH3:12][C:13]1[CH:14]=[C:15]([C:22]2[CH:26]=[N:25][N:24]([CH2:4][C:3]([CH3:5])=[CH2:2])[CH:23]=2)[CH:16]=[C:17]([N+:19]([O-:21])=[O:20])[CH:18]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 3577853-Bromo-2-methyl-1-propeneHCID 916191664-(3-methyl-5-nitrophenyl)-1H-pyrazole

生成物 1

HCID 1182085014-(3-methyl-5-nitrophenyl)-1-(2-methylallyl)-1H-pyrazole

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
70 °C

実験手順

3-Bromo-2-methylprop-1-ene (4.19 g, 31.0 mmol) and cesium carbonate (13.5 g, 41.3 mmol) were added to a solution of 4-(3-methyl-5-nitrophenyl)-1H-pyrazole (4.20 g, 20.7 mmol) in dimethylacetamide (41 mL) and stirred at 70° C. for 18 h. The mixture was allowed to cool to room temperature, passed through CELITE, washed with methanol, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (0-50% EtOAc/Hexane) to afford 4-(3-methyl-5-nitrophenyl)-1-(2-methylallyl)-1H-pyrazole. MS ESI calc'd. for C14H16N3O2 [M+H]+ 258. found 258.

後処理

  1. temperatureto cool to room temperature
  2. washwashed with methanol
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (0-50% EtOAc/Hexane)

出典と根拠

ORDレコード
ord-84596afe64144a46aed622af34e3e185
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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