HCID 55285799, 화합물 → 8-[2-(cyclopropanecarbonyl-amino)-thiazol-4-yl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

HRID 1970078

반응식

HRID 1970078 반응식
[CH:1]1([C:4]([NH:6][C:7]([NH2:9])=[S:8])=[O:5])[CH2:3][CH2:2]1.Br[CH2:11][C:12]([C:14]1[CH:23]=[CH:22][C:21]2[NH:20][C:19](=[O:24])[C:18]3[NH:25][CH:26]=[CH:27][C:17]=3[C:16]=2[CH:15]=1)=O.[CH2:28]([C:30]([O-:32])=[O:31])[CH3:29]>C(O)C>[CH:1]1([C:4]([NH:6][C:7]2[S:8][CH:11]=[C:12]([C:14]3[CH:23]=[CH:22][C:21]4[NH:20][C:19](=[O:24])[C:18]5[NH:25][CH:26]=[CH:27][C:17]=5[C:16]=4[CH:15]=3)[N:9]=2)=[O:5])[CH2:3][CH2:2]1.[CH2:28]([C:30]([O-:32])=[O:31])[CH3:29]

참가 물질

4

반응물 2

HCID 55285799HCID 55285799, 화합물HCID 866275838-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

생성물 1

HCID 866275938-[2-(cyclopropanecarbonyl-amino)-thiazol-4-yl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate수율 28%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

57 mg (1.2 mmol) of cyclopropanecarbonyl-thiourea is added to a suspension of 124 mg (0.33 mmol) of 8-(2-bromo-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in 3.5 mL of ethanol. The mixture is stirred at 90° C. for 6 hours then the mixture is cooled to room temperature. The solvent is evaporated, then the product is purified by preparative LCMS. After drying, 39 mg (28%) of 8-[2-(cyclopropanecarbonyl-amino)-thiazol-4-yl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a beige solid.

후처리

  1. temperaturethe mixture is cooled to room temperature
  2. customThe solvent is evaporated
  3. customthe product is purified by preparative LCMS
  4. customAfter drying

출처 및 근거

ORD 기록
ord-873dacc771694a2cafc7c333ded0cb3c
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426437B2

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