反応式
[C:1](=[O:22])(OC1C=CC([N+]([O-])=O)=CC=1)[O:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH3:11])[CH2:7][CH2:6]1.CCN(CC)CC.Cl.Cl.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([N:39]2[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]2)=[CH:35][CH:34]=1>CN(C=O)C>[NH3:5].[Cl:32][C:33]1[CH:34]=[CH:35][C:36]([N:39]2[CH2:44][CH2:43][N:42]([C:1]([O:2][CH2:3][CH2:4][N:5]3[CH2:6][CH2:7][N:8]([CH3:11])[CH2:9][CH2:10]3)=[O:22])[CH2:41][CH2:40]2)=[CH:37][CH:38]=1参加物
実験手順
2-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate (Intermediate 4; 740 mg, 2.4 mmol) was dissolved in DMF (20 mL). NEt3 (1.2 mL, 8.6 mmol) and 4-(4-chlorophenyl)piperazine dihydrochloride (691 mg, 2.6 mmol) were added and the reaction mixture was stirred at room temperature for 24 hours, and the reaction mixture was then concentrated in vacuo. The resulting residue was dissolved in EtOAc (50 mL) and washed with 1M aq Na2CO3 solution (5×50 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by normal phase column chromatography (eluting with DCM, followed by a 100:8:1 mixture of DCM:EtOH:NH3) to give 2-(4-methylpiperazin-1-yl)-ethyl 4-(4-chlorophenyl)piperazine-1-carboxylate (696 mg, 79%) as a colourless oil which crystallized on standing to give a white solid.
後処理
- concentrationthe reaction mixture was then concentrated in vacuo
- dissolutionThe resulting residue was dissolved in EtOAc (50 mL)
- washwashed with 1M aq Na2CO3 solution (5×50 mL)
- dry with materialdried (MgSO4)
- concentrationconcentrated in vacuo
- customThe residue was purified by normal phase column chromatography (
- washeluting with DCM
- additionfollowed by a 100:8:1 mixture of DCM
出典と根拠
- ORDレコード
- ord-f07f9e367e1041eab2c25ceface38d43
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08093248B2
関連ノート
読み込み中…