Potassium Carbonate → 2-(4-Isopropylpiperazin-1-yl)-5-nitrobenzonitrile

HRID 633449ノート

反応式

HRID 633449 の反応式
F[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].[CH:13]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)([CH3:15])[CH3:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH:13]([N:16]1[CH2:21][CH2:20][N:19]([C:2]2[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=2[C:4]#[N:5])[CH2:18][CH2:17]1)([CH3:15])[CH3:14]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 780131-IsopropylpiperazineHCID 5194172-Fluoro-5-nitrobenzonitrile

生成物 1

HCID 339954542-(4-Isopropylpiperazin-1-yl)-5-nitrobenzonitrile収率 99%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-fluoro-5-nitrobenzonitrile (1.08 g, 6.50 mmol, 1 equiv), 1-isopropylpiperazine (1.0 g, 7.80 mmol, 1.2 equiv), and K2CO3 (2.69 g, 19.50 mmol, 3 equiv) in DMF (20 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between excess water and EtOAc, and then the layers were separated. The aqueous layer was extracted with EtOAc 2×, and the combined organic layer was washed with brine 1×. The organic layer was dried over Na2SO4, filtered, and concentrated to dryness to provide 2-(4-isopropylpiperazin-1-yl)-5-nitrobenzonitrile (1.76 g, 99% yield) as a brown oil that was used without further purification.

後処理

  1. customThe reaction mixture was partitioned between excess water and EtOAc
  2. customthe layers were separated
  3. extractionThe aqueous layer was extracted with EtOAc 2×
  4. washthe combined organic layer was washed with brine 1×
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-30c52d4c6ec54ae1af697a1ae8c3f31f
出典データセット
uspto-grants-2016_04
特許番号
US09321763B2

反応ノート

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