Biphenyl-2-ylcarbamic Acid Piperidin-4-yl Ester → [4-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}methylamino)phenyl]acetic Acid Methyl Ester

HRID 1097075ノート

反応式

HRID 1097075 の反応式
[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13](=[O:16])[CH:14]=[CH2:15])=[CH:7][CH:6]=1.[NH:18]1[CH2:23][CH2:22][CH:21]([O:24][C:25](=[O:39])[NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:20][CH2:19]1>CCO>[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13](=[O:16])[CH2:14][CH2:15][N:18]2[CH2:19][CH2:20][CH:21]([O:24][C:25](=[O:39])[NH:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:22][CH2:23]2)=[CH:7][CH:6]=1

参加物

4

反応物 2

HCID 10851461Biphenyl-2-ylcarbamic Acid Piperidin-4-yl EsterHCID 66770363[4-(Acryloylmethylamino)phenyl]acetic Acid Methyl Ester

生成物 1

HCID 66781823[4-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}methylamino)phenyl]acetic Acid Methyl Ester収率 71.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A stirred solution of [4-(acryloylmethylamino)phenyl]acetic acid methyl ester (˜22.3 mmol) and biphenyl-2-ylcarbamic acid piperidin-4-yl ester (6.61 g, 22.3 mmol) in EtOH (15.0 mL) was heated at reflux overnight. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel chromatography (0-5% MeOH in DCM) to give the title compound (8.41 g, 71% yield, 2 steps) as a brown sticky solid.

後処理

  1. temperatureat reflux overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel chromatography (0-5% MeOH in DCM)

出典と根拠

ORDレコード
ord-55be88469ee14cd584f678ca92a9d6d8
出典データセット
uspto-grants-2012_03
特許番号
US08138345B2

反応ノート

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