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

HRID 595159노트

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HRID 595159 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
70 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-84596afe64144a46aed622af34e3e185
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242984B2

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