Water → 1-(5-Chloro-1,1-dioxo-1H-1lambda6-thiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol

HRID 244426ノート

反応式

HRID 244426 の反応式
[Cl:1][C:2]1[S:6][C:5]([C:7]([C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[N:18]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[N:17]=[CH:16]3)([OH:12])[C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:37])C=1.[OH2:40]>C(Cl)Cl>[Cl:1][C:2]1[S:6](=[O:37])(=[O:40])[C:5]([C:7]([C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[N:18]([C:22]2[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=2)[N:17]=[CH:16]3)([OH:12])[C:8]([F:10])([F:11])[F:9])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 249620151-(5-Chlorothiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol

生成物 1

HCID 594372551-(5-Chloro-1,1-dioxo-1H-1lambda6-thiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol収率 13%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a room temperature solution of 100 mg (0.2 mmol) of 1-(5-chlorothiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol in 5 mL of CH2Cl2 was added 100 mg (0.5 mmol) of m-chloroperbenzoic acid. After 3 hours, the reaction was diluted with 5 mL of water and extracted with CH2Cl2. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash chromatography using ethyl acetate in hexanes (10-30% gradient) to afford 14 mg (13%) of the title compound. MS m/z 459.82 (MH+).

後処理

  1. extractionextracted with CH2Cl2
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-c8d1620f18984441a3a811360a94c993
出典データセット
uspto-grants-2014_02
特許番号
US08658637B2

反応ノート

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