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1-Methylpiperazine → 1-[2,2-Dimethyl-3-(4-methylpiperazin-1-yl)propanoyl]-4-(4-fluorophenyl)piperazine

HRID 417994
ノート
印刷プレビュー

反応式

HRID 417994 の反応式
Br[CH:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[CH2:3]1.[CH3:15][C:16]([CH3:20])([CH3:19])[CH:17]=[O:18].[CH3:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>CN1CCCC1=O.C(Cl)Cl>[CH3:15][C:16]([CH3:20])([CH2:19][N:25]1[CH2:26][CH2:27][N:22]([CH3:21])[CH2:23][CH2:24]1)[C:17]([N:7]1[CH2:6][CH2:5][N:4]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1)=[O:18]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 531671-MethylpiperazineHCID 866357803-Bromo-1-(4-fluorophenyl)piperazine 2,2-dimethylpropan-1-one

生成物 1

HCID 579554711-[2,2-Dimethyl-3-(4-methylpiperazin-1-yl)propanoyl]-4-(4-fluorophenyl)piperazine収率 21.3%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
200 °C

実験手順

3-Bromo-1-(4-fluorophenyl)piperazine-2,2-dimethylpropan-1-one (2.00 g, 5.83 mmol) was dissolved in N-methylpyrrolidinone (10 mL). N-Methylpiperazine (1.30 mL, 11.7 mmol) was added. The reaction mixture was split into four batches and each was heated at 200° C. for 15 minutes in a Biotage Initiator microwave at high absorption. The reaction mixtures were combined and dissolved in DCM (100 mL), and washed with water (2×80 mL), dried (MgSO4) and concentrated in vacuo. The resulting residue was purified by reverse phase column chromatography (gradient eluting with MeOH in water, with 1% formic acid in each solvent, 0-30%). The resulting residue was dissolved in DCM (100 mL) and stirred with solid Na2CO3 for 20 minutes, filtered and concentrated in vacuo, to give 1-[2,2-dimethyl-3-(4-methylpiperazin-1-yl)propanoyl]-4-(4-fluorophenyl)piperazine (451 mg, 21%) as a yellow oil.

後処理

  1. customThe reaction mixture was split into four batches
  2. customThe reaction mixtures
  3. washwashed with water (2×80 mL)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was purified by reverse phase column chromatography (gradient
  7. washeluting with MeOH in water, with 1% formic acid in each solvent, 0-30%)
  8. dissolutionThe resulting residue was dissolved in DCM (100 mL)
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a1f3e5134fd049eeb886a0b9cd9a94d3
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08093248B2

反応ノート

読み込み中…

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