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

HRID 1290513

反応式

HRID 1290513 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-ca3c42b492ea439fa1bd5336aa38c091
出典データセット
uspto-grants-1998_05
特許番号
US05750754

関連ノート

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