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

HRID 1062781노트

반응식

HRID 1062781 반응식
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:12]=[C:11]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[N:10]([CH3:27])[N:9]=1)(=[O:3])[CH3:2].[I:28]N1C(=O)CCC1=O.S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.C(OCC)(=O)C.O.[Cl-].[Na+].O>[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[C:12]([I:28])=[C:11]([NH:13][S:14]([C:17]2[CH:18]=[CH:19][C:20]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:21][CH:22]=2)(=[O:15])=[O:16])[N:10]([CH3:27])[N:9]=1)(=[O:3])[CH3:2]

참가 물질

8

반응물 3

HCID 120273N-IodosuccinimideHCID 656671Sodium PyrosulfiteHCID 222819172-{[5-({[4-(tert-butyl)phenyl]sulfonyl}amino)-1-methyl-1H-pyrazol-3-yl)oxy}ethyl acetate

생성물 1

HCID 222820342-{[5-({[4-(tert-butyl)phenyl]sulfonyl}amino)-4-iodo-1-methyl-1H-pyrazol-3-yl)oxy}ethyl acetate

시약·촉매·용매 4

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매HCID 57417360Sodium chloride; water용매

실험 절차

To 2-{[5-({[4-(tert-butyl)phenyl]sulfonyl}amino)-1-methyl-1H-pyrazol-3-yl]oxy}ethyl acetate (Preparation 8) (1.15 g) in solution in tetrahydrofuran (200 ml) was added portionwise N-iodosuccinimide (18 g), at room temperature. The reaction mixture was stirred at room temperature for 2 hours. The reaction was then diluted with ethyl acetate (150 ml), water (50 ml) and brine (50 ml). A 1M solution of sodium metabisulphite (100 ml) was added and the organic layer separated. The organics were washed successively with a diluted solution of sodium metabisulphite (100 ml) and then brine (50 ml). The solution was dried on magnesium sulfate, filtered and concentrated under reduced pressure to yield the desired product as an off pink solid (33.6 g)

후처리

  1. customat room temperature
  2. customthe organic layer separated
  3. washThe organics were washed successively with a diluted solution of sodium metabisulphite (100 ml)
  4. customThe solution was dried on magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-74ec89629fd545279b8ad429aa78ed1f
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06962923B2

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