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Pyridine → HCID 53873218, 화합물

HRID 1858074
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HRID 1858074 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[CH:35]=[C:34]([CH3:36])[CH:33]=[C:32]([CH3:37])[CH:31]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:38](Cl)(Cl)=[O:39].N1C=CC=CC=1.Cl.C[O:50][C:51](=O)[CH2:52][NH:53][CH3:54]>C1(C)C=CC=CC=1.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]([N:27]3[C:51](=[O:50])[CH2:52][N:53]([CH3:54])[C:38]3=[O:39])[CH:25]=2)[NH:20][C:19](=[O:29])[C:18]=1[C:30]1[CH:31]=[C:32]([CH3:37])[CH:33]=[C:34]([CH3:36])[CH:35]=1)=[O:7])([CH3:2])([CH3:4])[CH3:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1049PyridineHCID 6371PhosgeneHCID 83544Glycine, N-methyl-, methyl ester, hydrochloride (1:1)HCID 54025520HCID 54025520, 화합물

생성물 1

HCID 53873218HCID 53873218, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매
HCID 8857
Ethyl Acetate
용매

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온도
0 °C

실험 절차

To a solution of 2-{2-[6-amino-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (53 mg in 2 mL dry methylene chloride) at 0° C. was added phosgene (0.077 mL of a 1.93 M solution in toluene) followed by 0.016 mL of pyridine and the mixture stirred for 1 hour at 0° C. At this time, 70 mg of sarcosine methyl ester hydrochloride was added and the mixture allowed to warm to room temperature. After 20 hours, the mixture was diluted with ethyl acetate (15 mL) and the reaction quenched by the addition of 10% citric acid. The organic portion was concentrated in vacuo to provide the crude title compound.

후처리

  1. temperatureto warm to room temperature
  2. waitAfter 20 hours
  3. customthe reaction quenched by the addition of 10% citric acid
  4. concentrationThe organic portion was concentrated in vacuo

출처 및 근거

ORD 기록
ord-ef41914e757044989d741adf70e3a890
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06150352

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