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Chloropyrazine → HCID 54218343, 화합물

HRID 1858100
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HRID 1858100 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].Cl[C:39]1[CH:44]=[N:43][CH:42]=[CH:41][N:40]=1>C(OCC)(=O)C.[Br-].[Zn+2].[Br-]>[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:39]3[CH:44]=[N:43][CH:42]=[CH:41][N:40]=3)[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

5

반응물 2

HCID 73277ChloropyrazineHCID 54025520HCID 54025520, 화합물

생성물 1

HCID 54218343HCID 54218343, 화합물

시약·촉매·용매 2

HCID 10421208Zinc bromide촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
150 °C

실험 절차

To a suspension of 2-{2-[6-amino-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (prepared essentially as described in Example 1, 100 mg in 1 mL chloropyrazine) was added 500 mg zinc bromide and the mixture heated to 150° C. on an oil bath. After 3 hours, the mixture was cooled to room temperature, diluted with ethyl acetate and filtered through diatomaceous earth. The volatile organics were removed in vacuo and the residue dissolved in ethyl acetate, washed with water and the organic portion dried over sodium sulfate. Purification of the concentrate by flash chromatography on silica gel (ethyl acetate:hexane, 1:1) to give the title compound (12 mg).

후처리

  1. customprepared essentially
  2. temperaturethe mixture was cooled to room temperature
  3. filtrationfiltered through diatomaceous earth
  4. customThe volatile organics were removed in vacuo
  5. dissolutionthe residue dissolved in ethyl acetate
  6. washwashed with water
  7. dry with materialthe organic portion dried over sodium sulfate
  8. customPurification of the
  9. concentrationconcentrate by flash chromatography on silica gel (ethyl acetate:hexane, 1:1)

출처 및 근거

ORD 기록
ord-e55501bd3aa24cef9989e7c24aaa2c94
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06150352

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