Water → HCID 22316650、化合物

HRID 396844ノート

反応式

HRID 396844 の反応式
[F:1][C:2]([F:35])([F:34])[S:3]([O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]([C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[C:20]([F:28])[CH:19]=3)[N:16]=[C:15]([C:29]([F:32])([F:31])[F:30])[CH:14]=2)=[CH:9][C:8]=1[CH3:33])(=[O:5])=[O:4].[Cl:36]N1C(=O)CCC1=O.O>CN(C=O)C>[F:35][C:2]([F:1])([F:34])[S:3]([O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]([C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:25])=[O:26])=[C:20]([F:28])[CH:19]=3)[N:16]=[C:15]([C:29]([F:30])([F:31])[F:32])[C:14]=2[Cl:36])=[CH:9][C:8]=1[CH3:33])(=[O:5])=[O:4]

参加物

5

反応物 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 223168672-methyl-4-[1-[3-fluoro-4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazol-5-yl]phenyl trifluoromethanesulfonate

生成物 1

HCID 22316650HCID 22316650、化合物収率 59.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 2-methyl-4-[1-[3-fluoro-4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole-5-yl]phenyl trifluoromethanesulfonate (0.185 g, 0.339 mmol) in DMF (2 mL) was added N-chlorosuccinimide (0.227 g, 1.70 mmol) at 0° C. The reaction mixture was warmed to room temperature and stirred for 72 hours. The reaction mixture was added water (20 mL) and extracted with ethyl acetate/hexane/ether=2/1/1 (20 mL×2). The organic layer was washed with water and brine. After dried over MgSO4 and concentration in vacuo. The crude mixture was purified by flash chromatography eluting with hexane/ethyl acetate (4/1) to give the subtitle compound (0.117 g, 59.7% yield).

後処理

  1. extractionextracted with ethyl acetate/hexane/ether=2/1/1 (20 mL×2)
  2. washThe organic layer was washed with water and brine
  3. dry with materialAfter dried over MgSO4 and concentration in vacuo
  4. customThe crude mixture was purified by flash chromatography
  5. washeluting with hexane/ethyl acetate (4/1)

出典と根拠

ORDレコード
ord-9c70ae2e7aff4bcf87979b7d28c79e6f
出典データセット
uspto-grants-2003_08
特許番号
US06608095B2

反応ノート

読み込み中…