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Oxalic Acid → N-[4-(1,3-benzodioxol-5-yl)-1-(2-hydroxyethyl)-5-methoxy-1H-pyrazol-3-yl]-2-phenyl-1-ethanesulfonamide

HRID 1368623
ノート
印刷プレビュー

反応式

HRID 1368623 の反応式
C([O:4][CH2:5][CH2:6][N:7]1[C:11]([O:12][CH3:13])=[C:10]([C:14]2[CH:22]=[CH:21][C:17]3[O:18][CH2:19][O:20][C:16]=3[CH:15]=2)[C:9]([N:23](COC)[S:24]([CH2:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)(=[O:26])=[O:25])=[N:8]1)(=O)C.C(O)(=O)C(O)=O>O.CO>[O:18]1[C:17]2[CH:21]=[CH:22][C:14]([C:10]3[C:9]([NH:23][S:24]([CH2:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)(=[O:26])=[O:25])=[N:8][N:7]([CH2:6][CH2:5][OH:4])[C:11]=3[O:12][CH3:13])=[CH:15][C:16]=2[O:20][CH2:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 971Oxalic AcidHCID 222819772-{4-(1,3-benzodioxol-5-yl)-5-methoxy-3-[(methoxymethyl)(phenethylsulfonyl)amino]-1H-pyrazol-1-yl}ethyl Acetate

生成物 1

HCID 22281887N-[4-(1,3-benzodioxol-5-yl)-1-(2-hydroxyethyl)-5-methoxy-1H-pyrazol-3-yl]-2-phenyl-1-ethanesulfonamide収率 54.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962
Water
溶媒
2 回

実験手順

2-{4-(1,3-Benzodioxol-5-yl)-5-methoxy-3-[(methoxymethyl)(phenethylsulfonyl)amino]-1H-pyrazol-1-yl}ethyl acetate (Preparation 54) (70 mg), oxalic acid (200 mg) were dissolved in a mixture of water (2 ml) and methanol (2 ml) and refluxed for two days. The reaction was diluted with water (10 ml) and the mixture was then extracted with dichloromethane (3×8 ml). The combined organic fractions were dried over sodium sulfate, concentrated under reduced pressure to yield a pale yellow oil which was purified by column chromatography (Sep-Pak™, 10 g) eluted with dichloromethane:methanol (97:3) to yield the title compound as a colourless oil (32 mg).

後処理

  1. temperaturerefluxed for two days
  2. extractionthe mixture was then extracted with dichloromethane (3×8 ml)
  3. dry with materialThe combined organic fractions were dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto yield a pale yellow oil which
  6. customwas purified by column chromatography (Sep-Pak™, 10 g)
  7. washeluted with dichloromethane:methanol (97:3)

出典と根拠

ORDレコード
ord-a447a0e91fcc4f46b0bbd65a6fab325b
出典データセット
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06573270B1

反応ノート

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