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

HRID 1352718ノート

反応式

HRID 1352718 の反応式
[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]

参加物

5

反応物 2

HCID 10093591HCID 10093591、化合物HCID 23707502Potassium hydroxy sulfite

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3eb6d4de358c4d4abf8990cf23fbbb4d
出典データセット
uspto-grants-2007_05
特許番号
US07220772B2

反応ノート

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