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Water → N-(2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)-2-nitrobenzenesulfonamide

HRID 1049423
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HRID 1049423 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][C:11]=1[CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19].C(N(CC)CC)C.[N+:29]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[S:38](Cl)(=[O:40])=[O:39])([O-:31])=[O:30].O>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:38]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=2[N+:29]([O-:31])=[O:30])(=[O:39])=[O:40])=[CH:12][C:11]=1[CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471Triethylamine2회HCID 155402-Nitrobenzenesulfonyl chloride2회HCID 1177600312'-Fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-amine

생성물 1

HCID 117759909N-(2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)-2-nitrobenzenesulfonamide수율 82.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-amine (970 mg) in THF (34 mL) were added triethylamine (706 μL) and o-nitrobenzenesulfonyl chloride (823 mg) at 0° C., and the mixture was stirred at room temperature for 5 hr. Triethylamine (706 μL) and o-nitrobenzenesulfonyl chloride (374 mg) were further added at 0° C., and the mixture was stirred at room temperature for 20 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.31 g) as a yellow gummy substance.

후처리

  1. stirringthe mixture was stirred at room temperature for 20 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-01557cc45fd941efaacebdab65eb629e
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09382188B2

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