Methyl vinyl sulfone → 1-(2-Methoxy-5-nitrophenyl)-4-[2-(methylsulfonyl)ethyl]piperazine

HRID 1157603ノート

反応式

HRID 1157603 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.[CH:18]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH2:19]>CC(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][N:15]([CH2:19][CH2:18][S:20]([CH3:23])(=[O:22])=[O:21])[CH2:14][CH2:13]1

参加物

4

反応物 2

HCID 19354Methyl vinyl sulfoneHCID 37831381-(2-methoxy-5-nitrophenyl)piperazine

生成物 1

HCID 595114221-(2-Methoxy-5-nitrophenyl)-4-[2-(methylsulfonyl)ethyl]piperazine収率 69%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

The compound was synthesized by heating a solution of 1-[2-(methyloxy)-5-nitrophenyl]piperazine (0.5 g, 2.11 mmol) and methyl vinyl sulfone (0.336 g, 3.16 mmol) in iPrOH (25 mL) to reflux overnight. Reaction was cooled to rt and dried directly onto silica gel. Purified by silica gel chromatography 0-20% MeOH/NH4OH in EtOAc to obtain 0.5 g (69% yield) of the desired compound as a solid. 1H NMR (400 MHz, DMSO-D6) δ ppm 2.6 (m, 4H) 2.7 (t, J=6.8 Hz, 2H) 3.0 (m, 8H) 3.9 (s, 3H) 7.1 (d, J=9.0 Hz, 1H) 7.6 (d, J=2.7 Hz, 1H) 7.9 (dd, J=9.1, 2.8 Hz, 1H).

後処理

  1. customThe compound was synthesized
  2. temperatureto reflux overnight
  3. customReaction
  4. customdried directly onto silica gel
  5. customPurified by silica gel chromatography 0-20% MeOH/NH4OH in EtOAc

出典と根拠

ORDレコード
ord-0681944e788d43da90867961e4cec6a6
出典データセット
uspto-grants-2010_10
特許番号
US07807673B2

反応ノート

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