2,6-Dimethylpiperazine → Ethyl 4-(3,5-dimethylpiperazin-1-yl)benzoate

HRID 16764

反応式

HRID 16764 の反応式
[CH3:1][CH:2]1[CH2:7][NH:6][CH2:5][CH:4]([CH3:8])[NH:3]1.F[C:10]1[CH:20]=[CH:19][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=1>CS(C)=O>[CH3:8][CH:4]1[NH:3][CH:2]([CH3:1])[CH2:7][N:6]([C:10]2[CH:20]=[CH:19][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=2)[CH2:5]1

参加物

4

反応物 2

HCID 660562,6-DimethylpiperazineHCID 67976Benzoic acid, 4-fluoro-, ethyl ester

生成物 1

HCID 18425275Ethyl 4-(3,5-dimethylpiperazin-1-yl)benzoate収率 76%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
120 °C

実験手順

2,6-Dimethylpiperazine(3.43 g, 30.00 mmol) was added to ethyl 4-fluorobenzoate (1.101 mL, 7.5 mmol), in DMSO (10 mL) warmed to 120° C. under nitrogen. The resulting solution was stirred at 120° C. for 20 h. The reaction mixture was cooled and the solvent was evaporated. The crude product was purified by silica column chromatography, eluting with 10% methanol in dichloromethane containing 1% 0.880 ammonia. Pure fractions were evaporated to dryness to afford ethyl 4-(3,5-dimethylpiperazin-1-yl)benzoate (1.490 g, 76%) as a colourless solid.

後処理

  1. temperatureThe reaction mixture was cooled
  2. customthe solvent was evaporated
  3. customThe crude product was purified by silica column chromatography
  4. washeluting with 10% methanol in dichloromethane containing 1% 0.880 ammonia
  5. customPure fractions were evaporated to dryness

出典と根拠

ORDレコード
ord-04477e76365a42e9aa1f377a5189eaff
出典データセット
uspto-grants-2010_06
特許番号
US07737149B2

関連ノート

読み込み中…