Water → HCID 58484810, 화합물

HRID 1804312노트

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HRID 1804312 반응식
[H-].[Na+].[O:3]1[CH2:7][CH2:6][NH:5][C:4]1=[O:8].[CH:9]1([C:12]2[C:13]([N:21]3[CH2:26][CH2:25][N:24]([C:27]([C:29]4[CH:30]=[N:31][C:32](F)=[CH:33][C:34]=4[CH3:35])=[O:28])[CH2:23][CH2:22]3)=[N:14][CH:15]=[C:16]([CH:18]3[CH2:20][CH2:19]3)[CH:17]=2)[CH2:11][CH2:10]1.O>CN(C)C=O>[CH:9]1([C:12]2[C:13]([N:21]3[CH2:22][CH2:23][N:24]([C:27]([C:29]4[C:34]([CH3:35])=[CH:33][C:32]([N:5]5[CH2:6][CH2:7][O:3][C:4]5=[O:8])=[N:31][CH:30]=4)=[O:28])[CH2:25][CH2:26]3)=[N:14][CH:15]=[C:16]([CH:18]3[CH2:20][CH2:19]3)[CH:17]=2)[CH2:10][CH2:11]1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 739492-OxazolidinoneHCID 58484583[4-(3,5-Dicyclopropylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanone

생성물 1

HCID 58484810HCID 58484810, 화합물수율 45.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a solution of sodium hydride (168 mg, 60% in oil) in N,N-dimethylformamide (10 mL) was added oxazolidin-2-one (367 mg) under ice-cooling, and the mixture was stirred at room temperature. Thereto was added a solution of [4-(3,5-dicyclopropylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanone (400 mg) described in Preparation Example 139 in N,N-dimethylformamide (5 mL) and the mixture was stirred at 90° C. for 5 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed twice with water, washed with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane). Then, diethyl ether was added and the mixture was stirred at room temperature. The solid was collected by filtration to give the title compound (215 mg).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at 90° C. for 5 hr
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed twice with water
  5. washwashed with saturated brine
  6. dry with materialdried over sodium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residue was purified by column chromatography (ethyl acetate:hexane)
  9. additionThen, diethyl ether was added
  10. stirringthe mixture was stirred at room temperature
  11. filtrationThe solid was collected by filtration

출처 및 근거

ORD 기록
ord-c0a97a7c731b437f9dbd2fb1f22baf8f
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354401B2

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