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 244426노트

반응식

HRID 244426 반응식
[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

참가 물질

5

반응물 3

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

생성물 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]ethanol수율 13%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-c8d1620f18984441a3a811360a94c993
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658637B2

반응 노트

불러오는 중…