HCID 10093591, 화합물 → 5-[(3-Ethyl-5-(2-[3-(methylsulfonyl)phenoxy]ethyl]-1H-pyrazol-4-yl)oxy]isophthalonitrile

HRID 1352718노트

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HRID 1352718 반응식
[CH2:1]([C:3]1[C:7]([O:8][C:9]2[CH:10]=[C:11]([C:17]#[N:18])[CH:12]=[C:13]([CH:16]=2)[C:14]#[N:15])=[C:6]([CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([S:28]([CH3:30])=[O:29])[CH:23]=2)[NH:5][N:4]=1)[CH3:2].[OH:31]OS([O-])=O.[K+]>CO.O>[CH2:1]([C:3]1[C:7]([O:8][C:9]2[CH:10]=[C:11]([C:17]#[N:18])[CH:12]=[C:13]([CH:16]=2)[C:14]#[N:15])=[C:6]([CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([S:28]([CH3:30])(=[O:31])=[O:29])[CH:23]=2)[NH:5][N:4]=1)[CH3:2]

참가 물질

5

반응물 2

HCID 10093591HCID 10093591, 화합물HCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 100945615-[(3-Ethyl-5-(2-[3-(methylsulfonyl)phenoxy]ethyl]-1H-pyrazol-4-yl)oxy]isophthalonitrile수율 34.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a stirred solution of the sulfoxide from Example 5 (34 mg, 0.08 mmol) in methanol (1 ml) was added a solution of oxone (49 mg, 0.08 mmol) in water (1 ml). After 2 hours the reaction mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane (5 ml) and water (5 ml). The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product mixture was purified by flash chromatography on silica gel eluting with dichloromethane:methanol (100:0, 99:1 then 98:2, by volume) to give the title compound as a colourless oil (12 mg).

후처리

  1. concentrationAfter 2 hours the reaction mixture was concentrated under reduced pressure
  2. customthe residue was partitioned between dichloromethane (5 ml) and water (5 ml)
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product mixture was purified by flash chromatography on silica gel eluting with dichloromethane:methanol (100:0, 99:1

출처 및 근거

ORD 기록
ord-3eb6d4de358c4d4abf8990cf23fbbb4d
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220772B2

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