3-(Difluoromethoxy)aniline → N-(3-Difluoromethoxy-phenyl)-4-methyl-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzenesulfonamide

HRID 657487노트

반응식

HRID 657487 반응식
[F:1][CH:2]([F:11])[O:3][C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7].[CH3:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][C:14]=1[N:23]1[CH2:28][CH2:27][N:26]([C:29](=[O:34])[C:30]([F:33])([F:32])[F:31])[CH2:25][CH2:24]1>N1C=CC=CC=1>[F:1][CH:2]([F:11])[O:3][C:4]1[CH:5]=[C:6]([NH:7][S:19]([C:16]2[CH:17]=[CH:18][C:13]([CH3:12])=[C:14]([N:23]3[CH2:28][CH2:27][N:26]([C:29](=[O:34])[C:30]([F:33])([F:31])[F:32])[CH2:25][CH2:24]3)[CH:15]=2)(=[O:21])=[O:20])[CH:8]=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 27741103-(Difluoromethoxy)anilineHCID 59563966HCID 59563966, 화합물

생성물 1

HCID 59563972N-(3-Difluoromethoxy-phenyl)-4-methyl-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzenesulfonamide수율 47.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

0.429 g of 3-(difluoromethoxy)-aniline (2.7 mmol) were dissolved in 5 mL of pyridine. 1 g of 4-methyl-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzenesulfonylchloride (2.7 mmol) were added slowly at room temperature. After stirring for 16 h at room temperature, the reaction mixture was evaporated several times after addition of toluene. The residue was dissolved in dichloromethane and washed several times with 5% aqueous ammonium chloride. The organic phase was then washed with saturated aqueous sodium chloride, dried over sodium sulphate, filtered, and the solvent evaporated. The crude product was purified via silica gel chromatography using dichloromethane/methanol (0-5%) to yield 0.63 g of product.

후처리

  1. customthe reaction mixture was evaporated several times
  2. additionafter addition of toluene
  3. dissolutionThe residue was dissolved in dichloromethane
  4. washwashed several times with 5% aqueous ammonium chloride
  5. washThe organic phase was then washed with saturated aqueous sodium chloride
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. customthe solvent evaporated
  9. customThe crude product was purified via silica gel chromatography

출처 및 근거

ORD 기록
ord-6a2ff749fa604e1abaa2b5f9f2045ebc
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076326B2

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