Tetrahydrofuran → HCID 67256387, 화합물

HRID 1509076노트

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HRID 1509076 반응식
[C:1]([O:5][C:6](=[O:40])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:27]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[CH:26][C:25]4[C:24](=[O:34])[C:23](=[C:35](SC)SC)[CH2:22][CH2:21][C:20]=4[N:19]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[OH-:41].[Na+].[O:43]1[CH2:47]CCC1>CO.Cl>[C:1]([O:5][C:6]([NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:27]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[CH:26][C:25]4[C:24](=[O:34])[CH:23]([C:35]([O:43][CH3:47])=[O:41])[CH2:22][CH2:21][C:20]=4[N:19]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)=[O:40])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 123658741HCID 123658741, 화합물

생성물 1

HCID 67256387HCID 67256387, 화합물

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 887Methanol용매

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온도
50 °C

실험 절차

To a stirred solution of tert-butyl(1-(4-(6-(bis(methylthio)methylene)-5-oxo-3-phenyl-5,6,7,8-tetrahydroquinolin-2-yl)phenyl)cyclobutyl)carbamate (140 mg, 0.24 mmol) in anhydrous tetrahydrofuran (2.8 mL) was added a solution of sodium hydroxide (96 mg, 2.4 mmol) in methanol (2.2 mL). The reaction mixture was heated to 50° C. under a nitrogen atmosphere for 2 hours. After allowing to cool to room temperature the mixture was diluted with 1M HCl solution (3 mL) and extracted into ethyl acetate (3×6 mL). The combined organic phases were washed with brine (3×6 mL), dried over Na2SO4, filtered and concentrated to dryness under reduced pressure to give the desired product as a brown solid (126 mg, quantitative yield). LCMS (Method A) RT=7.56 min, M+H+=527.14.

후처리

  1. temperatureto cool to room temperature the mixture
  2. extractionextracted into ethyl acetate (3×6 mL)
  3. washThe combined organic phases were washed with brine (3×6 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-ab25e5d0a375469cab9402cc9c06797d
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221838B2

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