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 1097075노트

반응식

HRID 1097075 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-55be88469ee14cd584f678ca92a9d6d8
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138345B2

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