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2-[2-(3-Methoxy-propenyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid → 2-[2-(3-Methoxy-propyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid

HRID 1047843
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HRID 1047843 반응식
[CH3:1][O:2][CH2:3][CH:4]=[CH:5][C:6]1[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:7]=1[C:8]([NH:10][C:11]1([C:20]([OH:22])=[O:21])[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1)=[O:9]>CCO.[Pd]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][C:6]1[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:7]=1[C:8]([NH:10][C:11]1([C:20]([OH:22])=[O:21])[CH2:12][C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:19]1)=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 685908492-[2-(3-Methoxy-propenyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid

생성물 1

HCID 593143722-[2-(3-Methoxy-propyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid수율 64%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a solution of 2-[2-(3-methoxy-propenyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid (229) (120 mg, 0.34 mmol) in absolute EtOH (15 mL) is added the catalyst, Pd—C (5 wt. % Pd, 93 mg, 4.4% mmol) under argon. The resulting reaction mixture is moved to the Paar apparatus to run hydrogenation: 55 psi, 50° C., overnight. The catalyst is removed by the filtration through a pre-column (10 g silica gel) and washed with EtOH. The combined organic solution is concentrated in vacuo. The residue is purified by HPLC to give a pure product (222) as white solid (80 mg, 49%).

후처리

  1. customThe resulting reaction mixture
  2. custom55 psi, 50° C., overnight
  3. customThe catalyst is removed by the filtration through a pre-column (10 g silica gel)
  4. washwashed with EtOH
  5. concentrationThe combined organic solution is concentrated in vacuo
  6. customThe residue is purified by HPLC

출처 및 근거

ORD 기록
ord-0851da02b73e41c5ad5dc18327297e84
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08569535B2

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