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

HRID 1797912ノート

反応式

HRID 1797912 の反応式
[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

参加物

4

反応物 2

HCID 27741103-(Difluoromethoxy)anilineHCID 59563966HCID 59563966、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-110a8e26c3da4fb9ab05fbc25a0e6c79
出典データセット
uspto-grants-2013_01
特許番号
US08343959B2

反応ノート

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