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Hydrochloric Acid → N-[4-(1,3-benzodioxol-5-yl)-1-benzyl-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-4-(tert-butyl)benzenesulfonamide

HRID 1062764
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HRID 1062764 반응식
[Na].C([O:5][CH2:6][CH2:7][O:8][C:9]1[C:13]([C:14]2[CH:22]=[CH:21][C:17]3[O:18][CH2:19][O:20][C:16]=3[CH:15]=2)=[C:12]([N:23](S(C2C=CC(C(C)(C)C)=CC=2)(=O)=O)[S:24]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=2)(=[O:26])=[O:25])[N:11]([CH2:50][C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[N:10]=1)(=O)C.Cl>C(O)C.O>[O:18]1[C:17]2[CH:21]=[CH:22][C:14]([C:13]3[C:9]([O:8][CH2:7][CH2:6][OH:5])=[N:10][N:11]([CH2:50][C:51]4[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=4)[C:12]=3[NH:23][S:24]([C:27]3[CH:28]=[CH:29][C:30]([C:33]([CH3:36])([CH3:34])[CH3:35])=[CH:31][CH:32]=3)(=[O:26])=[O:25])=[CH:15][C:16]=2[O:20][CH2:19]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

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반응물 3

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 222819612-{[4-(1,3-benzodioxol-5-yl)-1-benzyl-5-(bis{[4-(tert-butyl)phenyl]sulfonyl)amino)-1H-pyrazol-3-yl]oxy}ethyl acetate

생성물 1

HCID 22281905N-[4-(1,3-benzodioxol-5-yl)-1-benzyl-3-(2-hydroxyethoxy)-1H-pyrazol-5-yl]-4-(tert-butyl)benzenesulfonamide수율 95.6%

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 962Water용매

실험 절차

An aqueous solution of sodium hydroxyde (2N, 75 ml) was added at room temperature to a solution of 2-{[4-(1,3-benzodioxol-5-yl)-1-benzyl-5-(bis{[4-(tert-butyl)phenyl]sulfonyl)amino)-1H-pyrazol-3-yl]oxy}ethyl acetate (Preparation 52) (24 g) in ethanol (300 ml) and left overnight. The reaction mixture was then diluted with water (1000 ml), acidified with an aqueous solution of HCl (1N) and extracted with ethyl acetate (3×500 ml). The combined organic phases were washed with brine (500 ml) and concentrated under reduced pressure. The yellow oil was purified by column chromatography (silica, 500 g) eluted with hexane:ethyl acetate (1:1) yielding the title compound as a pale beige solid (16 g).

후처리

  1. extractionextracted with ethyl acetate (3×500 ml)
  2. washThe combined organic phases were washed with brine (500 ml)
  3. concentrationconcentrated under reduced pressure
  4. customThe yellow oil was purified by column chromatography (silica, 500 g)
  5. washeluted with hexane:ethyl acetate (1:1)

출처 및 근거

ORD 기록
ord-a64c135a32354dada1522e322bb70cc9
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06962923B2

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