4-((4-Chlorophenyl)-2-pyridinylmethoxy)-1-piperidinebutanoic Acid → HCID 19753218, 화합물

HRID 483603

반응식

HRID 483603 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[O:9][CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19](O)=[O:20])[CH2:12][CH2:11]2)=[CH:4][CH:3]=1.C1(N=C=NC2CCCCC2)CCCCC1.[NH2:43][C:44]1[CH:45]=[C:46]([O:59][CH3:60])[CH:47]=[C:48]2[C:53]=1[O:52][C:51]([C:54]([O:56][CH3:57])=[O:55])=[CH:50][C:49]2=[O:58]>ClCCl>[CH3:60][O:59][C:46]1[CH:47]=[C:48]2[C:53](=[C:44]([NH:43][C:19]([CH2:18][CH2:17][CH2:16][N:13]3[CH2:14][CH2:15][CH:10]([O:9][CH:8]([C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=4)[C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=4)[CH2:11][CH2:12]3)=[O:20])[CH:45]=1)[O:52][C:51]([C:54]([O:56][CH3:57])=[O:55])=[CH:50][C:49]2=[O:58]

참가 물질

5

반응물 3

HCID 23504-((4-Chlorophenyl)-2-pyridinylmethoxy)-1-piperidinebutanoic AcidHCID 10868DicyclohexylcarbodiimideHCID 19753201HCID 19753201, 화합물

생성물 1

HCID 19753218HCID 19753218, 화합물수율 17%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To 2.0 g (5.14 mmol) of 4-(4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidinyl)butanoic acid dissolved in 20 ml of dichloromethane was added 1.27 g (6.17 mmol) of dicyclohexylcarbodiimide, and the mixture was stirred at 0° C. for 30 minutes. To the reaction mixture was added 1.54 g (6.18 mmol) of 8-amino-6-methoxy-2-methoxycarbonylchromone, and the mixture was further stirred at 0° C. for 3 hours. The reaction mixture was allowed to stand at room temperature overnight and then concentrated under reduced pressure. To the residue was added ethyl acetate, and the insolubles were filtered off. The filtrate was concentrated under reduced pressure, and the residue was applied to silica gel column chromatography using a mixed solvent of chloroform and methanol in a volume ratio of 20:1 as an eluent to obtain 0.50 g (yield: 17%) of 1-(3-[N-(6-methoxy-2-methoxycarbonylchromon-8-yl)carbamoyl]propyl)-4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidine as a brown foamy product.

후처리

  1. stirringthe mixture was further stirred at 0° C. for 3 hours
  2. waitto stand at room temperature overnight
  3. concentrationconcentrated under reduced pressure
  4. additionTo the residue was added ethyl acetate
  5. filtrationthe insolubles were filtered off
  6. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bc54ac19e4654937b16cb4194689c3c2
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05225559

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