Triethylamine → 3-(3,5-Difluorophenyl)-2-(3-fluoro-4-methoxyphenyl)-6-{3-[4-(methylsulfonyl)piperazin-1-yl]propoxy}-1H-inden-1-one

HRID 331361ノート

反応式

HRID 331361 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH2:19][CH2:20][CH2:21][N:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)=[CH:15][CH:16]=3)[C:11](=[O:28])[C:10]=2[C:29]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([F:37])[CH:30]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.C(N(CC)CC)C.[CH3:45][S:46](Cl)(=[O:48])=[O:47]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:17]3[C:12](=[CH:13][C:14]([O:18][CH2:19][CH2:20][CH2:21][N:22]4[CH2:23][CH2:24][N:25]([S:46]([CH3:45])(=[O:48])=[O:47])[CH2:26][CH2:27]4)=[CH:15][CH:16]=3)[C:11](=[O:28])[C:10]=2[C:29]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([F:37])[CH:30]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 703179003-(3,5-Difluorophenyl)-2-(3-fluoro-4-methoxyphenyl)-6-(3-(piperazin-1-yl)propoxy)-1H-inden-1-one

生成物 1

HCID 510022873-(3,5-Difluorophenyl)-2-(3-fluoro-4-methoxyphenyl)-6-{3-[4-(methylsulfonyl)piperazin-1-yl]propoxy}-1H-inden-1-one収率 47%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 3-(3,5-difluorophenyl)-2-(3-fluoro-4-methoxyphenyl)-6-(3-(piperazin-1-yl)propoxy)-1H-inden-1-one (70 mg, 1.2 eq, 0.1 mmol) obtained in Step 2 in CH2Cl2 at 0° C. was added triethylamine (1.5 eq) and methylsulfonyl chloride (1.0 eq). The mixture was stirred for 1 h at room temperature and diluted with CH2Cl2. The mixture was washed with H2O and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexanes=1:1) to obtain the title compound (47%).

後処理

  1. washThe mixture was washed with H2O and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel column chromatography (EtOAc/hexanes=1:1)

出典と根拠

ORDレコード
ord-413d83d73ce4413f9bb98559f09cae91
出典データセット
uspto-grants-2014_11
特許番号
US08877747B2

反応ノート

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