4-Methylmorpholine → 1-(3,5-Dimethoxyphenyl)-4-(4-quinolyl-carbonyl)piperazine

HRID 2180932ノート

反応式

HRID 2180932 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]([OH:13])=O)=[CH:3][CH:2]=1.CN1CCOCC1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[CH3:48][O:49][C:50]1[CH:51]=[C:52]([N:58]2[CH2:63][CH2:62][NH:61][CH2:60][CH2:59]2)[CH:53]=[C:54]([O:56][CH3:57])[CH:55]=1>CN(C=O)C>[CH3:48][O:49][C:50]1[CH:51]=[C:52]([N:58]2[CH2:59][CH2:60][N:61]([C:11]([C:4]3[C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[N:1]=[CH:2][CH:3]=3)=[O:13])[CH2:62][CH2:63]2)[CH:53]=[C:54]([O:56][CH3:57])[CH:55]=1

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 102434-Quinolinecarboxylic acidHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 27362051-(3,5-Dimethoxyphenyl)piperazine

生成物 1

HCID 98645071-(3,5-Dimethoxyphenyl)-4-(4-quinolyl-carbonyl)piperazine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

2 g (11.5 mmol) of quinoline-4-carboxylic acid were suspended in 80 ml of DMF. With stirring, 1.74 g (17.2 mmol) of N-methylmorpholine and then a solution of 8.95 g (17.2 mmol) of Py-BOP (1-benzotriazolyltripyrrolidinophosphonium hexafluorophosphate) and 2.56 g (11.5 mmol) of 1-(3,5-dimethoxyphenyl)piperazine in 25 ml of DMF were added to this mixture. The mixture was stirred at RT for 12 h, the DMF was distilled off under reduced pressure and the residue was purified on a silica gel column (Kieselgel 60, from Merck AG, Darmstadt) using the mobile phase dichloromethane/methanol/25 percent ammonia (90:10:1 v/v/v).

後処理

  1. stirringThe mixture was stirred at RT for 12 h
  2. distillationthe DMF was distilled off under reduced pressure
  3. customthe residue was purified on a silica gel column (Kieselgel 60, from Merck AG, Darmstadt)

出典と根拠

ORDレコード
ord-1469e6158f914c3e90afcccc65a1297b
出典データセット
uspto-grants-2005_05
特許番号
US06890926B2

反応ノート

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