4-Aminopyridine → 2-{2-[7-Chloro-2-oxo-6-(3-pyridin-4-yl-ureido)-3-thiophen-2-yl-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

HRID 1858168

반응식

HRID 1858168 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:28])=[C:24]([NH2:27])[CH:25]=2)[NH:20][C:19](=[O:29])[C:18]=1[C:30]1[S:31][CH:32]=[CH:33][CH:34]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:35](Cl)(Cl)=[O:36].C(N(CC)CC)C.[NH2:46][C:47]1[CH:52]=[CH:51][N:50]=[CH:49][CH:48]=1>C(Cl)Cl.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:28])=[C:24]([NH:27][C:35]([NH:46][C:47]3[CH:52]=[CH:51][N:50]=[CH:49][CH:48]=3)=[O:36])[CH:25]=2)[NH:20][C:19](=[O:29])[C:18]=1[C:30]1[S:31][CH:32]=[CH:33][CH:34]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 17274-AminopyridineHCID 6371PhosgeneHCID 8471TriethylamineHCID 536679102-[2-(6-Amino-7-chloro-2-oxo-3-thiophen-2-yl-1,2-dihydroquinolin-4-yloxy)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 539673912-{2-[7-Chloro-2-oxo-6-(3-pyridin-4-yl-ureido)-3-thiophen-2-yl-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

To a solution of 2-[2-(6-amino-7-chloro-2-oxo-3-thiophen-2-yl-1,2-dihydroquinolin-4-yloxy)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester in dry methylene chloride at 0° C. is added phosgene followed by an excess of triethylamine and the mixture stirred for 1 hour at 0° C. At this time, 4-aminopyridine is added and the mixture allowed to warm to room temperature. Upon completion of the reaction, the mixture is diluted with ethyl acetate and the mixture quenched by the addition of 10% citric acid. The organic portion is concentrated in vacuo to provide the crude title compound.

후처리

  1. temperatureto warm to room temperature
  2. customUpon completion of the reaction
  3. customthe mixture quenched by the addition of 10% citric acid
  4. concentrationThe organic portion is concentrated in vacuo

출처 및 근거

ORD 기록
ord-f141dfdc86484615a08f43259d6a56d3
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06150522

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