Piperazine → 4-Fluoro-2-(piperazin-1-yl)benzonitrile

HRID 849493

反応式

HRID 849493 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.F[C:8]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:9]=1[C:10]#[N:11]>CN(C)C(=O)C>[C:10]([C:9]1[CH:8]=[CH:15][C:14]([F:16])=[CH:13][C:12]=1[N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)#[N:11]

参加物

4

反応物 2

HCID 4837PiperazineHCID 775452,4-Difluorobenzonitrile

生成物 1

HCID 193671084-Fluoro-2-(piperazin-1-yl)benzonitrile

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
122 °C

実験手順

A mixture of piperazine (Aldrich; 3.99 g), 2,4-difluorobenzonitrile, and N,N-dimethylacetamide (20 mL) is stirred for 1.5 h at 122° C. After cooling, the mixture is partitioned between dichloromethane and satd. aq. sodium bicarbonate. The organic layers are dried over magnesium sulfate and concentrated. The residue is chromatographed on silica gel and the appropriate fractions are combined and concentrated to give 1.44 g of 1(2-cyano-5-fluorophenyl)piperazine; 1H NMR (CDCl3) δ 3.01, 3.30, 6.56, 6.63, 7.40.

後処理

  1. temperatureAfter cooling
  2. customthe mixture is partitioned between dichloromethane
  3. dry with materialThe organic layers are dried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue is chromatographed on silica gel
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-9ef007546ddc48d2936bb14ca1172ab3
出典データセット
uspto-grants-2000_01
特許番号
US06013654

関連ノート

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