Trifluoroacetic acid → 2-{[5-({[4-(tert-butyl)phenyl]sulfonyl}amino)-1-methyl-1H-pyrazol-3-yl)oxy}ethyl acetate

HRID 1062782ノート

反応式

HRID 1062782 の反応式
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[C:12](C(OC(C)(C)C)=O)=[C:11]([NH:20][S:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[N:10]([CH3:34])[N:9]=1)(=[O:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl.[Cl-].[NH4+]>[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:12]=[C:11]([NH:20][S:21]([C:24]2[CH:25]=[CH:26][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:28][CH:29]=2)(=[O:22])=[O:23])[N:10]([CH3:34])[N:9]=1)(=[O:3])[CH3:2]

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 22282018tert-butyl 3-[2-(acetyloxy)ethoxy]-5-({[4-(tert-butyl)phenyl]sulfonyl}amino)-1-methyl-1H-pyrazole-4-carboxylate

生成物 1

HCID 222819172-{[5-({[4-(tert-butyl)phenyl]sulfonyl}amino)-1-methyl-1H-pyrazol-3-yl)oxy}ethyl acetate

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 25517Ammonium Chloride溶媒

実験手順

To tert-butyl 3-[2-(acetyloxy)ethoxy]-5-({[4-(tert-butyl)phenyl]sulfonyl}amino)-1-methyl-1H-pyrazole-4-carboxylate (Preparation 9) (1.48 g) in dichloromethane (20 ml) was added trifluoroacetic acid (10 ml), at room temperature. The reaction mixture was stirred at room temperature for 2.5 hours and then refluxed for 3 hours. The reaction mixture was then diluted with a saturated solution of aqueous ammonium chloride (20 ml), and the aqueous was then extracted with ethyl acetate (2×20 ml). The organics were dried with magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified by chromatography on a suction column packed with silica eluted with ethyl acetate:hexane (3:5) to yield the desired product as an off white solid (200 mg).

後処理

  1. customat room temperature
  2. temperaturerefluxed for 3 hours
  3. extractionthe aqueous was then extracted with ethyl acetate (2×20 ml)
  4. dry with materialThe organics were dried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe crude material was purified by chromatography on a suction column
  8. washeluted with ethyl acetate:hexane (3:5)

出典と根拠

ORDレコード
ord-d89db2f68b8241ae83a305faff8da471
出典データセット
uspto-grants-2005_11
特許番号
US06962923B2

反応ノート

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