Ethyl Acetate → 4-(2-Cyclopropylethoxy)-n-[2-[(2-hydroxyethyl)amino]-2-oxo-1-(4-propylbenzyl)ethyl]benzamide

HRID 1799231노트

반응식

HRID 1799231 반응식
CO.C1COCC1.[CH:8]1([CH2:11][CH2:12][O:13][C:14]2[CH:39]=[CH:38][C:17]([C:18]([NH:20]/[C:21](/[C:32]([NH:34][CH2:35][CH2:36][OH:37])=[O:33])=[CH:22]\[C:23]3[CH:28]=[CH:27][C:26]([CH:29]4[CH2:31][CH2:30]4)=[CH:25][CH:24]=3)=[O:19])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1.C(OCC)(=O)C>C(#N)C.O.[C].[Pd]>[CH:8]1([CH2:11][CH2:12][O:13][C:14]2[CH:39]=[CH:38][C:17]([C:18]([NH:20][CH:21]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH3:31])=[CH:25][CH:24]=3)[C:32]([NH:34][CH2:35][CH2:36][OH:37])=[O:33])=[O:19])=[CH:16][CH:15]=2)[CH2:9][CH2:10]1

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 21899815MeOH tetrahydrofuranHCID 576845604-(2-Cyclopropylethoxy)-N-((Z)-2-(4-cyclopropylphenyl)-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)benzamide2회

생성물 1

HCID 579721504-(2-Cyclopropylethoxy)-n-[2-[(2-hydroxyethyl)amino]-2-oxo-1-(4-propylbenzyl)ethyl]benzamide수율 48%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

To a methanol:THF (2:1, V/V, 6 mL) solution of 4-(2-cyclopropylethoxy)-N-((Z)-2-(4-cyclopropylphenyl)-1-{[(2-hydroxyethyl)amino]carbonyl}vinyl)benzamide (215 mg, 0.495 mmol) prepared in Example (1 (1d) was added 10% palladium-carbon (wet, 100 mg). The mixture was stirred under a hydrogen atmosphere (rubber balloon) at room temperature for 2 hours. To the reaction solution was added ethyl acetate (10 mL), and the mixture was filtered. The solvent was evaporated, and the residue was purified by thin layer chromatography for separation (ethyl acetate, developed once) to give a white solid. This solid was suspended in acetonitrile:water (1:1, V/V, 4 mL), and the insoluble substance was collected by filtration, washed with water, and dried under reduced pressure to give 104 mg of the title compound (white powder, yield: 48%).

후처리

  1. filtrationthe mixture was filtered
  2. customThe solvent was evaporated
  3. customthe residue was purified by thin layer chromatography for separation (ethyl acetate
  4. customdeveloped once) to give a white solid
  5. filtrationthe insoluble substance was collected by filtration
  6. washwashed with water
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-ae221d732ef046aa8db736f06f6c914f
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344029B2

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