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

HRID 1445483노트

반응식

HRID 1445483 반응식
[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

참가 물질

4

반응물 2

HCID 313Hydrochloric Acid2회HCID 86621684(E)-3-{1-[4-(1-methyl-1H-indol-5-yl)-benzenesulfonyl]-1H-pyrrol-3-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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 1N 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.

후처리

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

출처 및 근거

ORD 기록
ord-a1ba9792b0194473a5b3a6619e82f3db
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666868B2

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