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

HRID 2180932노트

반응식

HRID 2180932 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1469e6158f914c3e90afcccc65a1297b
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06890926B2

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