3-[2-Acetyl-5-fluoro-3-(3-fluoro-benzyl)-benzofuran-7-yl]-pyrrole-1-carboxylic acid tert-butyl ester → HCID 59344900、化合物

HRID 18196ノート

反応式

HRID 18196 の反応式
[C:1]([O:5][C:6]([N:8]1[CH:12]=[CH:11][C:10]([C:13]2[C:21]3[O:20][C:19]([C:22](=[O:24])[CH3:23])=[C:18]([CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=4)[C:17]=3[CH:16]=[C:15]([F:33])[CH:14]=2)=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pt].C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[C:21]3[O:20][C:19]([C:22](=[O:24])[CH3:23])=[C:18]([CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=4)[C:17]=3[CH:16]=[C:15]([F:33])[CH:14]=2)[CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

4

反応物 1

HCID 593449143-[2-Acetyl-5-fluoro-3-(3-fluoro-benzyl)-benzofuran-7-yl]-pyrrole-1-carboxylic acid tert-butyl ester

生成物 1

HCID 59344900HCID 59344900、化合物収率 83.3%

試薬・触媒・溶媒 2

HCID 23939Platinum触媒2 回HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

3-[2-Acetyl-5-fluoro-3-(3-fluoro-benzyl)-benzofuran-7-yl]-pyrrole-1-carboxylic acid tert-butyl ester (0.114 gm, 0.253 mmol) and platinum (5% on carbon, 0.035 gm) were added to ethyl alcohol (45 ml) and placed under hydrogen (balloon) at 55° C. for two hours. Additional platinum (5% on carbon, 0.065 gm) was added and heated at 60° C. under hydrogen for three hours. The mixture was filtered, concentrated and purified by column chromatography (ethyl acetate/hexane gradient) to give 3-[2-acetyl-5-fluoro-3-(3-fluoro-benzyl)-benzofuran-7-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (0.096 gm, 83% yield).

後処理

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. custompurified by column chromatography (ethyl acetate/hexane gradient)

出典と根拠

ORDレコード
ord-956227d06b1347048157018b674dba74
出典データセット
uspto-grants-2010_06
特許番号
US07741326B2

反応ノート

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