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

HRID 633449노트

반응식

HRID 633449 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-30c52d4c6ec54ae1af697a1ae8c3f31f
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321763B2

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