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

HRID 1157603노트

반응식

HRID 1157603 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0681944e788d43da90867961e4cec6a6
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07807673B2

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