Hydrochloric Acid → (E)-N-Hydroxy-3-{1-[4-(1-methyl-1H-indol-5-yl)-benzenesulfonyl]-1H-pyrrol-3-yl}-acrylamide

HRID 2408433ノート

反応式

HRID 2408433 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]3[CH:16]=[CH:15][C:14]([S:17]([N:20]4[CH:24]=[CH:23][C:22](/[CH:25]=[CH:26]/[C:27]([NH:29][O:30]C5CCCCO5)=[O:28])=[CH:21]4)(=[O:19])=[O:18])=[CH:13][CH:12]=3)=[CH:8][CH:9]=2)[CH:4]=[CH:3]1.Cl>CO>[OH:30][NH:29][C:27](=[O:28])/[CH:26]=[CH:25]/[C:22]1[CH:23]=[CH:24][N:20]([S:17]([C:14]2[CH:13]=[CH:12][C:11]([C:7]3[CH:6]=[C:5]4[C:10](=[CH:9][CH:8]=3)[N:2]([CH3:1])[CH:3]=[CH:4]4)=[CH:16][CH:15]=2)(=[O:19])=[O:18])[CH:21]=1

参加物

4

反応物 2

HCID 313Hydrochloric Acid2 回HCID 86621684(E)-3-{1-[4-(1-methyl-1H-indol-5-yl)-benzenesulfonyl]-1H-pyrrol-3-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide

生成物 1

HCID 11640386(E)-N-Hydroxy-3-{1-[4-(1-methyl-1H-indol-5-yl)-benzenesulfonyl]-1H-pyrrol-3-yl}-acrylamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 0.346 g (E)-3-{1-[4-(1-methyl-1H-indol-5-yl)-benzenesulfonyl]-1H-pyrrol-3-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide with 20 ml methanol and 13.9 ml 0.5M aqueous HCl is stirred at ambient temperature for 24 h. The crude product is isolated and in case of incomplete deprotection the resulted mixture is treated again with 1 N aqueous HCl until the reaction is at completion. The crude product is isolated by evaporation and the title compound is isolated by prep-HPLC chromatography using an ammonium formiate gradient. By this method 0.047 g of the title compound are obtained.

後処理

  1. customThe crude product is isolated and in case of incomplete deprotection the resulted mixture
  2. customThe crude product is isolated by evaporation

出典と根拠

ORDレコード
ord-224ac2db04de4c059fbc5ebc5fa6f810
出典データセット
uspto-grants-2014_08
特許番号
US08815855B2

反応ノート

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