1-(4-Pyridyl)piperazine → Ethyl 4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]phenoxyacetate

HRID 1290513

반응식

HRID 1290513 반응식
Br[CH2:2][C:3]([C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1)=[O:4].[N:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:20][CH:19]=1>C(#N)C>[CH2:14]([O:13][C:11](=[O:12])[CH2:10][O:9][C:8]1[CH:16]=[CH:17][C:5]([C:3](=[O:4])[CH2:2][N:27]2[CH2:28][CH2:29][N:24]([C:21]3[CH:22]=[CH:23][N:18]=[CH:19][CH:20]=3)[CH2:25][CH2:26]2)=[CH:6][CH:7]=1)[CH3:15]

참가 물질

4

반응물 2

HCID 705171-(4-Pyridyl)piperazineHCID 18408936Ethyl 2-[4-(2-bromoacetyl)phenoxy]acetate

생성물 1

HCID 18918266Ethyl 4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]phenoxyacetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Ethyl 4-bromoacetylphenoxyacetate (6.0 g) was added to a stirred, cooled (4° C.) solution of 1-(4-pyridyl)piperazine (6.5 g) in acetonitrile (225 ml). Stirring was continued for 1 hour at 4° C., then overnight at ambient temperature when the precipitated solid was removed by filtration. The filtrate was evaporated in vacuo and the solid residue triturated with water, filtered, then washed with water and dried. Recrystallization from a small volume of ethanol gave the title compound, 1.71 g, as a cream coloured solid: m.p. 113°-114° C.; NMR (d6DMSO) δ8.15(2H,d), 7.98(2H,d), 7.02(2H,d), 6.80(2H,d), 4.89(2H,d), 4.17(2H,q), 3.84(2H,s), 3.32(4H,t), 2.62(4H,t) 1.22(3H,t); m/e 384 (M+H)+ ; calculated for C21H25N3O4 : C, 65.8; H, 6.6; N, 11.0. found: C, 65.5; H, 6.6; N, 10.8%.

후처리

  1. customovernight at ambient temperature when the precipitated solid was removed by filtration
  2. customThe filtrate was evaporated in vacuo
  3. customthe solid residue triturated with water
  4. filtrationfiltered
  5. washwashed with water
  6. customdried
  7. customRecrystallization from a small volume of ethanol

출처 및 근거

ORD 기록
ord-ca3c42b492ea439fa1bd5336aa38c091
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750754

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