Potassium Carbonate → HCID 11950002, 화합물

HRID 1662599노트

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HRID 1662599 반응식
[F:1][C@H:2]1[CH2:6][NH:5][C@H:4]([C:7]([N:9]([CH3:11])[CH3:10])=[O:8])[CH2:3]1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].Cl[C:23]1([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=2[O:56][CH3:57])[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([Cl:32])[CH:30]=2)[N:25]([S:33]([C:36]2[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[CH:38][C:37]=2[O:44][C:45]([F:48])([F:47])[F:46])(=[O:35])=[O:34])[C:24]1=[O:49].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C1COCC1.CCOC(C)=O>[Cl:32][C:29]1[CH:30]=[C:31]2[C:26](=[CH:27][CH:28]=1)[N:25]([S:33]([C:36]1[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[CH:38][C:37]=1[O:44][C:45]([F:48])([F:47])[F:46])(=[O:34])=[O:35])[C:24](=[O:49])[C:23]2([N:5]1[CH2:6][C@H:2]([F:1])[CH2:3][C@H:4]1[C:7]([N:9]([CH3:11])[CH3:10])=[O:8])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=1[O:56][CH3:57]

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 2724254Sodium bis(trimethylsilyl)amideHCID 57673967HCID 57673967, 화합물HCID 674293293,5-dichloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-one

생성물 1

HCID 11950002HCID 11950002, 화합물수율 3.7%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

Under nitrogen atmospher, To a solution of 178 mg of compound obtained in Step 7-2-1 in DMF (1.8 ml) was added 170 mg sodium bis-(trimethylsilyl) amide (38% THF solution) under ice cooling, and the reaction mixture was stirred for 15 minutes at the same temperature. Thereafter a solution of 178 mg of compound obtained in Step 7-2-3 in THF (500 μL) was added, and the solution was stirred at the same temperature for one hour, and at room temperature for 15 hours. To the reaction solution was added EtOAc and an aqueous solution of 5% K2CO3, and was stirred for 10 minutes. Liquid separation was performed, and the aqueous layer was extracted with EtOAc. The combined organic layer was washed in water and saturated brine, dried over MgSO4, then, the drying agent was separated by filtration, and the solvent was evaporated under reduced pressure. The obtained residue was subjected to column chromatography (silicagel 60; mobile phase: EtOAc/n-hexane=1/1; v/v) to obtain a brown oil (8 mg). Among the obtained brown oil, 2.0 mg was purified by thin layer chromatography (silicagel 60F254; 1 mm thick; mobile phase: EtOAc/n-hexane=7/3; v/v) to obtain 0.13 mg of the title compound (yellow oil).

후처리

  1. stirringthe solution was stirred at the same temperature for one hour
  2. waitat room temperature for 15 hours
  3. customLiquid separation
  4. extractionthe aqueous layer was extracted with EtOAc
  5. washThe combined organic layer was washed in water
  6. dry with materialsaturated brine, dried over MgSO4
  7. customthe drying agent was separated by filtration
  8. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-2c7401c53480438cad112b6298debf96
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030499B2

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